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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009319Generated: November 1, 2026

Water → HCID 86633686, compound

https://huagongshe.com/reaction/1009319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 13123254HCID 13123254—
SolventDichloromethaneHCID 6344—
ProductHCID 86633686HCID 86633686102.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

(E)-1-Amino-3-penten-2-ol (1.3 g, 12.9 mmol) (Overman, L. E. in J. Am. Chem. Soc. 55, 22, 1983, 6622-6629) and diisopropylethylamine (2.7 mL, 15.4 mmol) were dissolved in dichloromethane (20 mL). Methylchloroformate (1 mL, 12.9 mmol) was added slowly and the mixture was stirred a 0° C. for 2 h. Water (25 mL) was added and the phases separated. Extraction with dichloromethane (3×25 mL), drying, filtration and evaporation gave the crude product ((E)-2-hydroxy-pent-3-enyl)carbamic acid methyl ester (2.1 g, 100%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973082B2
Source datasetuspto-grants-2011_07
ORD IDord-940ed6d100fa41758065c2a5d3b0e24c
Source noteuspto-grants-2011_07