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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1511786Generated: November 3, 2026

Sodium Hydroxide → benzyl N-[(oxiran-2-yl)methyl]carbamate

https://huagongshe.com/reaction/1511786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactantbenzyl N-(prop-2-en-1-yl)carbamateHCID 562279—
SolventDichloromethaneHCID 6344—
Productbenzyl N-[(oxiran-2-yl)methyl]carbamateHCID 1847170371.4%

Reaction Steps

A solution of allyl-carbamic acid benzyl ester (9.6 g, 50 mmol) in DCM (250 mL) was treated with mCPBA (11.55 g, 50 mmol, 75% purity) and the mixture was stirred at rt for 4 h. The pH of the mixture was adjusted to 9 by addition of 1M aq. NaOH. The phases were separated and the org. phase dried over MgSO4 and concentrated. The residue was purified by CC (hex/EA 2:1) to give the desired intermediate (7.4 g, 71% yield) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217029B2
Source datasetuspto-grants-2012_07
ORD IDord-6cd8e41ef1e64d769294fc11d53d7a6d
Source noteuspto-grants-2012_07