Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Catalyst | Dicobalt Octacarbonyl (stabilized with 1-5% Hexane) | HCID 25049 | — |
| Product | Methyl phenylacetate | HCID 7559 | 95.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04060690 |
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| Source dataset | uspto-grants-1977_11 |
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| ORD ID | ord-6cb61b2b3502452aa355260ef99b7596 |
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| Source note | uspto-grants-1977_11 |
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