HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Tert-butyl 3-((4-chlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | tert-Butyl 3-(4-chlorobenzoyl)azetidine-1-carboxylate | HCID 59446774 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Tert-butyl 3-((4-chlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate | HCID 69358918 | — |
Reaction Steps
A solution of 3-(4-Chloro-benzoyl)-azetidine-1-carboxylic acid tert-butyl ester (62.5 g, 210 mmol) in ethanol (1000 ml) cooled to 10° C. is treated with sodium borohydride (9.5 g, 250 mmol). The reaction mixture is allowed to warm to room temperature and stirred for 2 hours. The reaction mixture is added to water and the precipitate collected by filtration, and dried under vacuum to afford 3-[(4-Chloro-phenyl)-hydroxy-methyl]-azetidine-1-carboxylic acid tert-butyl ester. Mpt 123-125° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288537B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-0f18db8d7d8444c2831f41243de9be78 |
| Source note | uspto-grants-2007_10 |