Analyzing the synthesis route of Methyl 4-bromobutanoate

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-bromobutanoate, and friends who are interested can also refer to it.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4897-84-1 name is Methyl 4-bromobutanoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 4897-84-1

(III) 4- (4-HYDROXYMETHYL-2-METHOXY-5-NITROPHENOXY) butyric acid allyl ester (52) 50 51 52 4- 4-FORMYL-2-METHOXYPHENOXY)-BUTYRIC ACID methyl ester (48); A solution of vanillin (47) (40.00 g, 262.89 mmol) and methyl-4- bromobutyrate (50.00 g, 276.18 mmol) in DMF (200 ML) was allowed to stir over potassium carbonate (51.53 g, 372.40 mmol) for 16 hours. Water was added to the reaction mixture at which time the product crystallised. The resulting mixture was filtered and dried in vacuo for 16 hours to afford the keto-ester (48) as a white solid (41.3g, 66%). MP = 57-59C. 1H NMR (250 MHz, CDCLG) 6 9.80 (s, 1H), 7.46-7. 40 (m, 2H), 6.97 (d, J = 8.1 Hz, 1H), 4.16 (t, J = 6.3 Hz, 2H), 3.92 (s, 3H), 3.70 (s, 3H), 2.57 (t, J = 7.2 Hz, 2H), 2.20 (pent, J = 6.7 Hz, 2H). 13C NMR (67.8 MHz, CDC13) 188.2 (C1), 173.7 (C12), 153.8 (Cquat. ), 152.0 (Cquat. ), 144.1 (Cquat. ), 125.8 (CMETHINE), 110.3 (C3), 108.5 (C6), 69.0 (C9), 57.0 (C8), 52.2 (C13), 30.6 (CLL), 24.5 (C10). It was decided to adopt the numbering system shown in the figure below for the molecule for ease of peak assignment IN 13C NMR. IR (cm-1) 3450,3332, 2952,1737, 1685,1587, 1467,1407, 1006, 938,864, 813,730, 656. MS (M+) 253. Anal. Calcd for C13 H16 Os : C, 61.90 ; H, 6.39. Found: C, 61.50 ; H, 6.39.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-bromobutanoate, and friends who are interested can also refer to it.

Reference:
Patent; SPIROGEN LIMITED; WO2005/23814; (2005); A1;,
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Introduction of a new synthetic route about 4897-84-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4897-84-1.

4897-84-1, Adding some certain compound to certain chemical reactions, such as: 4897-84-1, name is Methyl 4-bromobutanoate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 4897-84-1.

To a 250 mL flask equipped with a magnetic stirring bar, azepane, anhydrous acetonitrile (20 mL), methyl-4-bromobutyrate and potassium carbonate were added. A slight temperature increase was observed. The mixture was stirred at room temperature and the overall reaction time was 4 days. (0049) As the reaction proceeded, potassium carbonate was gradually consumed as it scavenged the liberated HBr to form potassium bromide (4.8 g) and potassium bicarbonate (4.0 g). (0050) DCM (10 mL) was added and the solid was collected by vacuum filtration. The organic phase was washed with deionized water (10 mL), separated, dried over MgSO4 and filtered, and the solvent was stripped using rotary evaporation. Yield: pale oil, 7.9 g, (>99percent). (0051) Characterization. FTIR: C?O, 1737, C?O, 1177 cm?1. (0052) H+ NMR: (CDCl3) delta ppm 3.67 (s, 3H), 2.61 (t, 4H), 2.48 (t, 2H), 2.34 (t, 2H), 1.77 (q, 2H), 1.62-1.58 (m, 8H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4897-84-1.

Reference:
Patent; NOHMs Technologies, Inc.; Moganty, Surya; Abbate, Luigi; Torres, Gabriel; Brown, Kevin; Sinicropi, John; (13 pag.)US2017/305869; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Brief introduction of 4897-84-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4897-84-1.

These common heterocyclic compound, 4897-84-1, name is Methyl 4-bromobutanoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 4897-84-1

STEP B: methyl 4- (nitrooxy) butanoateMethyl 4-bromobutanoate (6.0 g; 33 mmol) was dissolved in C3/4CN (120 mL) and silver nitrate (14.0 g, 82.6 mmol) was added. The reaction was heated at 80¡ãC in the dark for 4 hours. Solvent was evaporated and the crude was dissolved in EtOAc (80 ml) .Precipitate was filtered off and organic phase was washed with water (2 x 100 ml) and brine (1 x 100 ml), dried over Na2SC>4 and concentrated affording the title compound as an oil. (5.0 g, 93percent)1H-NMR (CDC13) : 4.54 (2H,t J=6.31); 3.73 (3H,s); 2.48 (2H,t J=7.15) ; 2.08 (2H,m) .

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4897-84-1.

Reference:
Patent; NICOX S.A.; ALMIRANTE, Nicoletta; IMPAGNATIELLO, Francesco; NICOTRA, Alessia; MANDELLI, Valentino; BRAMBILLA, stefania; WO2011/101245; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics