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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722798Generated: October 30, 2026

Sodium Carbonate → benzyl N-((2S)-1-hydroxybutan-2-yl)carbamate

https://huagongshe.com/reaction/722798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzyl chloroformateHCID 10387—
Reactant2-Amino-1-butanol, (+)-HCID 120084—
SolventPropan-2-one--water (1/1)HCID 18366337—
Productbenzyl N-((2S)-1-hydroxybutan-2-yl)carbamateHCID 1026300443%

Reaction Conditions

Temperature0 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138547B2
Source datasetuspto-grants-2006_11
ORD IDord-1b49667fa4ad4a41b9df00f4f7dea862
Source noteuspto-grants-2006_11