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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396018Generated: November 2, 2026

Tetrahydrofuran → 5-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl ester

https://huagongshe.com/reaction/2396018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantLithium diisopropylamideHCID 2724682—
ReactantMethyl [(phenylmethylidene)amino]acetateHCID 4169153—
Product5-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl esterHCID 12039461—

Reaction Steps

In step a, the N-(phenylmethylene)glycine methyl ester of structure 55 can be treated with one equivalent of a non-nucleophilic base, such as lithiumdiisopropylamide, in a suitable aprotic solvent, such as tetrahydrofuran, followed by addition of a 4-halobutene of structure 56 to give 2-(3-butenyl)-N-(phenylmethylene)glycine methyl ester of structure 57.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05491143
Source datasetuspto-grants-1996_02
ORD IDord-bcbc13e6d5b746c9a1bb3a9632be3e4c
Source noteuspto-grants-1996_02