HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → benzyl N-((2S)-1-hydroxybutan-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 2-Amino-1-butanol, (+)- | HCID 120084 | — |
| Solvent | Propan-2-one--water (1/1) | HCID 18366337 | — |
| Product | benzyl N-((2S)-1-hydroxybutan-2-yl)carbamate | HCID 10263004 | 43% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a cold (0° C.) solution of (S)-2-amino-1-butanol (2.0 g, 22.5 mmol) in acetone/H2O 1:1 (50 mL), Na2CO3 (8.7 g, 81.9 mmol) and BnOCOCl (5.8 g, 33.8 mmol) were added. After stirring at 0° C. for 1 h, the solid was filtered off and washed with acetone (2×30 mL). The filtrates were concentrated in vacuo and the residue was purified by column chromatography on silica (100% CH2Cl2 to CH2Cl2/MeOH 20:1) to obtain alcohol 7 as a white solid (2.14 g, 43% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138547B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-1b49667fa4ad4a41b9df00f4f7dea862 |
| Source note | uspto-grants-2006_11 |