HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → tert-Butyl 3-(4-bromophenyl)-1-hydroxypropan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Methyl 3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate | HCID 15735975 | — |
| Reactant | HCID 178526217 | HCID 178526217 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl 3-(4-bromophenyl)-1-hydroxypropan-2-ylcarbamate | HCID 57594209 | 94% |
Reaction Steps
To a solution of compound 3e (15 g, 42 mmol) in ethanol (50 mL) and THF (50 mL) was added LiCl.H2O (10 g, 170 mmol) and NaBH4 (6.3 g, 170 mmol) at 0° C. The mixture was stirred at rt overnight. LCMS analysis indicated the total consumption of compound 3e. The precipitate was removed by filtration and the filtrate was concentrated in vacuo to give 3f as a white solid (13 g, 94% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940722B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-80b44040b6cc4bdfa5599cfc727a3473 |
| Source note | uspto-grants-2015_01 |