These common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)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. Quality Control of Methyl 2-(3-bromophenyl)acetate
Tributyltin methoxide (28.3 ml, 98 mmol), methyl (3-bromophenyl)acetate (WO 95/27692, pg. 16, e.g. 5a) (15.0 g, 65.0 mmol), isopropenyl acetate (10.8 ml, 98.0 mmol), palladium(II)acetate (750 mg, 3.30 mmol) and tri-ortho-tolylphosphine (2.0 g, 6.5 mmol) were stirred together in toluene (75 ml) at 100 C. under nitrogen for 5 hours. After cooling the reaction was diluted with ethyl acetate (150 ml) and 4M aqueous potassium fluoride solution (90 ml) and stirred for 15 minutes. The mixture was filtered through Arbocel and the organic phase separated and concentrated in vacuo. The residue was purified column chromatography on silica gel eluting with diethyl ether:pentane (0:100 to 25:75 and then changing to dichloromethane), to yield the title compound as a pale yellow oil, 12.6 g. 1HNMR(CDCl3, 400 MHz) delta: 2.15 (s, 3H), 3.61 (s, 2H), 3.69 (s, 5H), 7.10-7.13 (m, 2H), 7.19 (d, 1H), 7.30 (t, 1H) ppm. MS (electrospray): m/z 229 [MNa]+
The synthetic route of Methyl 2-(3-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Brown, Alan Daniel; James, Kim; Lane, Charlotte Alice Louise; Moses, Ian Brian; Thomson, Nicholas Murray; US2005/171147; (2005); A1;,
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