4-HYDROXYBENZOYLACETIC ACID METHYL ESTER synthesis
- Product Name:4-HYDROXYBENZOYLACETIC ACID METHYL ESTER
- CAS Number:32066-29-8
- Molecular formula:C10H10O4
- Molecular Weight:194.18
22027-50-5
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Yield: 80%
Reaction Conditions:
with boron tribromide in dichloromethane at 0; for 1 h;
Steps:
75
Intermediate 75 Methyl 3-(4-hydroxyphenyl)-3-oxopropanoate To a solution of methyl 3-(4-methoxyphenyl)-3-oxopropanoate (4 g, 19.23 mmol) in dichloromethane (60 mL) was added a solution of BBr3 (14.3 g, 57.7 mmol) in dichloromethane (3 mL). The resulting solution was stirred for 1 hour at 0° C. and then concentrated under vacuum. Two batches of the reaction mixture were combined, dissolved in water (200 mL), and extracted with ethyl acetate (5*50 mL), and the organic layers were combined, dried over anhydrous magnesium sulfate and concentrated in vacuo. This resulted in 3 g (80%) of methyl 3-(4-hydroxyphenyl)-3-oxopropanoate as a red liquid. LC/MS (ES, m/z): [M+H]+ 195.0
References:
BIOENERGENIX US2012/277224, 2012, A1 Location in patent:Page/Page column 58
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