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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940207Generated: October 26, 2026

Tetrahydrofuran → (3R,5S)-7-Chloro-5-(2-chlorophenyl)-3-(2-hydroxyethyl)-1-neopentyl-1,2,3,5-tetrahydro-4,1-benzoxazepine

https://huagongshe.com/reaction/1940207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactanttrans-7-Chloro-5-(2-chlorophenyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acidHCID 10048630—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
Product(3R,5S)-7-Chloro-5-(2-chlorophenyl)-3-(2-hydroxyethyl)-1-neopentyl-1,2,3,5-tetrahydro-4,1-benzoxazepineHCID 5379017288.2%

Reaction Steps

To tetrahydrofuran (20 ml) were added (3R,5S)-7-Chloro-5-(2-chlorophenyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid (2 g) and aluminum lithium hydride (0.4 g). The mixture was heated for 6 hours under reflux, to which was added water. Insolubles were then filtered off. The filtrate was concentrated, which was purified by means of a silica gel column chromatography (hexane:acetic acid ethyl ester=2:1 v/v as an eluent) to give 1.65 g of non-crystalline solid matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05698691
Source datasetuspto-grants-1997_12
ORD IDord-47d32c717fcd4e328951d12ee3b810c4
Source noteuspto-grants-1997_12