Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 59218967 | HCID 59218967 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22930436 | HCID 22930436 | 58.3% |
Reaction Steps
894 mg of 2-Methoxy-5-[3-(methoxycarbonyl)phenyl]benzoic acid was dissolved in 7 ml of tetrahydrofuran, 0.36 mg of triethylamine and 0.55 ml of ethyl chlorocarbonate were added successively, and the mixture was stirred at room temperature for 15 minutes. The precipitated crystals were filtered, and the filtrate was filtered. 2 ml aqueous solution of 180 mg sodium borohydride was added thereto, and the mixture was stirred at room temperature for 1 hour. 1 N hydrochloric acid was added to the reaction mixture which was then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed. The residue was purified by a silica gel column, to give 496 mg of the title compound in the 5:3 hexane-ethyl acetate fraction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07687664B2 |
|---|
| Source dataset | uspto-grants-2010_03 |
|---|
| ORD ID | ord-2b2d27a1dc664cccae7745d4f75ea0b1 |
|---|
| Source note | uspto-grants-2010_03 |
|---|