Category: 13031-39-5

13031-39-5, name is 3-Chlorophenyl acetate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 3-Chlorophenyl acetate

4-Chloro-2-hydroxyacetophenone.; 3-Chlorophenyl acetate (10 g, 0.0588 mol) was heated together with aluminum chloride (13.86 g, 0.105 mol) at 160 C for 2 hours. The mixture was poured on water and extracted with diethylether. The organic layer was dried over magnesium sulfate and evaporated under reduced pressure. The residue was dissolved in methanol. The solution was treated with charcoal, filtered and water was added to the filtrate. The resulting oil was extracted with diethylether. The organic layer was dried over magnesium sulfate and diethylether was evaporated under reduced pressure. The resulting oil was used without further purification (77 %). IR (KBr) : u : 3436 (O-H), 3073 (C-H aromatic), 1643 (C=O) cni 1.

The synthetic route of 13031-39-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE LIEGE; UNIVERSITE LIBRE DE BRUXELLES; WO2005/75463; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 13031-39-5, name is 3-Chlorophenyl acetate, 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. Formula: C8H7ClO2

i) 4-Chloro-2-hydroxyacetophenone In a 500 mL of round bottom flask purged with argon was placed 26.00 g (0.153 mol) of 3-acetoxychlorobenzene, cooled with ice bath. Then 30.00 g (0.225 mol) of AlCl3 was added in portions. The resulting mixture was heated to 140 C. for 2 h (caution: vigorous evolution of gas) and then cooled to 0 C. treated with 15 mL of conc. HCl in 100 mL of ice water, extracted with EtOAc (3×300 mL). The combined organic extracts were washed with brine and dried (Na2SO4). Removal of the solvent gave 24.00 g (92%) of the title compound as a light yellow liquid: 1H NMR (250 MHz, CDCl3) d 10.7 (s, 1H), 7.65 (d, J=8.6 Hz, 1H), 6.98 (d, J=1.8 Hz, 1H), 6.87 (dd, J=1.8, 8.6 Hz, 1H), 2.61 (s, 3H).

The synthetic route of 3-Chlorophenyl acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham Corporation; US6353116; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 13031-39-5 as follows. HPLC of Formula: C8H7ClO2

3-chlorophenyl acetate (starting material 2) was mixed with aluminium chloride (3 eq). The mixture was heated at 200 C. for 1 hour. The reaction medium was cooled to room temperature then poured in ice. The aqueous phase was extracted with methylene chloride which was dried on magnesium sulfate then vacuum evaporated. Purification was by silica gel chromatography (elution: cyclohexane/ethyl acetate 95:5). 1 H NMR CDCl3 deltappm: 3.41 (s, 3 H), 6.81 (dd, J=8.82 Hz, J=1.47 Hz, 1H), 6.91 (d, J=1.47 Hz, 1H), 7.60 (d, 8.82 Hz, 1 H), 12.33 (s, 1H) Reference: Chen et al, J Chem Soc, 1958, 146-148.

According to the analysis of related databases, 13031-39-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENFIT; US2005/171149; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics