Category: 72594-86-6

Related Products of 72594-86-6,Some common heterocyclic compound, 72594-86-6, name is Benzyl tert-butyl malonate, molecular formula is C14H18O4, 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.

EXAMPLE 5 2-(2-Methylthioethyl)propenoic acid benzyl ester Sodium hydride (0.96 g, 50percent suspension in mineral oil) was added to a stirred solution of t-butyl benzyl malonate (5 g) in dry dimethylformamide (50 ml), maintained at 0°C under an atmosphere of nitrogen. After stirring for 15 minutes, 2-chloroethyl-methyl sulphide (2.21 g) in dimethylformamide (10 ml) was added dropwise, while the temperature of the reaction was maintained below 10°C. The reaction was allowed to warm to room temperature and stirred for 15 hours when water was cautiously added. The reaction mixture was extracted with ethyl acetate (2 x 100 ml), the ethyl acetate extracts were washed with water (4x), dried (Na2SO4) and evaporated to give 4-methylthio-2-t-butyloxycarbonyl-butanoic acid benzyl ester as an oil (6.4 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl tert-butyl malonate, its application will become more common.

Reference:
Patent; Pfizer Limited; EP274234; (1991); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 72594-86-6,Some common heterocyclic compound, 72594-86-6, name is Benzyl tert-butyl malonate, molecular formula is C14H18O4, 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.

Step 4: 1-Benzyl 3-tert-butyl 2-undecylmalonate To a suspension of NaH (160 mg, 4.0 mmol) in DMF (8 mL) at 0¡ã C. under N2, was added benzyl tert-butyl malonate (1.0 g, 4.0 mmol) in DMF (2 mL). The mixture was stirred for 50 min after which 1-bromoundecane in DMF (2 mL) was added. After an additional hour of stirring the reaction was allowed to warm to room temperature. The reaction was maintained overnight. Et2O (100 mL) and water (20 mL) were added to partition the reaction. The aqueous phase was extracted with Et2O (100 mL), and the combined organics dried over Na2SO4. The solvent was evaporated and the residue purified by flash column (C18 12 g, 40-100percent ACN/water+0.1percent TFA) to yield the title compound as a colorless oil (1.14 g, 2.82 mmol, 71percent): LCMS Method F Rt=1.58 min, M+Na 427.4; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 0.84-0.96 (m, 3H) 1.28 (br. s, 12H) 1.31 (m, J=3.90 Hz, 6H) 1.41 (s, 9H) 1.88 (q, J=7.38 Hz, 2H) 3.29 (t, J=7.58 Hz, 1H) 5.19 (q, J=12.27 Hz, 2H) 7.30-7.42 (m, 5H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl tert-butyl malonate, its application will become more common.

Reference:
Patent; NOVARTIS AG; ZECRI, Frederic; GROSCHE, Philipp; YASOSHIMA, Kayo; ZHAO, Hongjuan; Yuan, Jun; USERA, Aimee Richardson; LOU, Changgang; KANTER, Aaron; BRUCE, Alexandra Marshall; Giumaraes, Carla; US2015/31604; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics