Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 19077169 | HCID 19077169 | — |
| Product | HCID 11749254 | HCID 11749254 | 90% |
Reaction Steps
To 100 mg of 5-chloro-2-pivaloylamino-2,3-dimethoxybenzophenone were added 2 ml of ethanol and 0.1 ml of tetrahydrofuran and the mixture was warmed to about 40° C. for dissolution. After the solution was cooled to 25° C., 29 mg of sodium borohydride was added and the reaction was carried out with stirring at 25°-33° C. for 5 hours. The reaction mixture was diluted with 0.1 ml of water and distilled under reduced pressure. The residue was dissolved in 1 mL of methylene chloride and the solution was washed with 1 L of water and distilled under reduced pressure. The residue was dissolved in 0.2 L of methylene chloride followed by addition of 2 mL of n-hexane, whereupon white crystals separated out. The crystals were harvested by filtration, washed with 0.5 mL of n-hexane, and dried under reduced pressure to provide 90.4 mg of 5-chloro-2-pivaloylamino-α-(2',3'-dimethoxyphenyl)benzyl alcohol. Yield 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05770438 |
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| Source dataset | uspto-grants-1998_06 |
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| ORD ID | ord-32d6a33fbcf043988a666cb978a6880d |
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| Source note | uspto-grants-1998_06 |
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