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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1439800Generated: November 1, 2026

Methanol → Methyl phenylacetate

https://huagongshe.com/reaction/1439800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBenzyl ChlorideHCID 7503—
ReactantSodium MethoxideHCID 10942334—
CatalystDicobalt Octacarbonyl (stabilized with 1-5% Hexane)HCID 25049—
ProductMethyl phenylacetateHCID 755995.4%

Reaction Conditions

Temperature35 °C

Reaction Steps

6 g of cobalt octacarbonyl was added to 100 ml of methanol. Then CO was passed through with stirring (500 rpm) at 35° C for 30 minutes with an excess pressure of 600 mm Hg. Then the mixture was heated to 55° C and, with a steady feed-through of CO, 190 g (1.5 mole) of benzyl chloride and 329 g of 25.8 wt-% sodium methylate were fed in over a period of 3 hours at a stirring speed of 500 to 750 rpm. Carbon monoxide delivery continued for about 21/2 more hours until no further absorption took place. Then water was mixed with the reaction mixture and it was extracted with ether. After distilling the ether a reaction mixture was obtained from which 215 g of phenylacetic acid methyl ester in a purity of 97.03% was obtained by distillation (yield 95.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04060690
Source datasetuspto-grants-1977_11
ORD IDord-6cb61b2b3502452aa355260ef99b7596
Source noteuspto-grants-1977_11