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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 980444Generated: October 25, 2026

Diisopropylcarbodiimide → N,N'-diisopropyl-O-(m-methoxycarbonylbenzyl)-isourea

https://huagongshe.com/reaction/980444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
ReactantBenzoic acid, 3-(hydroxymethyl)-, methyl esterHCID 155058—
SolventHexaneHCID 8058—
ProductN,N'-diisopropyl-O-(m-methoxycarbonylbenzyl)-isoureaHCID 1476021596%

Reaction Steps

A mixture of 4.75 g (28.6 mmols) of m-methoxycarbonylbenzyl alcohol and 3.6 g (28.6 mmols) of N,N'-diisopropylcarbodiimide was stirred with 50 mg (0.51 mmols) of cuprous chloride at room temperature for 24 hours. The reaction was then diluted with 10 ml of hexane and eluted through a short column of neutral alumina with 20% ethyl acetate-hexane to give 8.0 g (96%) of N,N'-diisopropyl-O-(m-methoxycarbonylbenzyl)-isourea as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04637999
Source datasetuspto-grants-1987_01
ORD IDord-0a4fd9bc53074be4b3f8a4084c95a706
Source noteuspto-grants-1987_01