Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 89451820 | HCID 89451820 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90291164 | HCID 90291164 | — |
Reaction Steps
To a solution of benzyl (2-bromo-4-hydroxyphenyl)acetate (500 mg) in N,N-dimethylformamide (12.5 mL) was added cuprous chloride (1.62 g), followed by stirring at 140° C. overnight. The reaction mixture was left to be cooled, and then ice water and 1 M hydrochloric acid was added thereto, followed by stirring. After extraction with ethyl acetate, the organic layer was washed with water, a saturated aqueous sodium hydrogen carbonate solution, and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Then, the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain benzyl (2-chloro-4-hydroxyphenyl)acetate (381 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199927B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-1db39c6314a24a889ceeeae528e95da7 |
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| Source note | uspto-grants-2015_12 |
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