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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 363132Generated: October 25, 2026

2-(R)-(3,5-Bis(trifluoromethyl)benzoyloxy)-3-(S)-phenyl-4-benzyl Morpholine → 2-(R)-(1-(3,5-Bis(trifluoromethyl)-phenyl)ethenyloxy)-3-(S)-phenyl-4-benzyl morpholine

https://huagongshe.com/reaction/363132

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(R)-(3,5-Bis(trifluoromethyl)benzoyloxy)-3-(S)-phenyl-4-benzyl MorpholineHCID 10529667—
ReactantTetrahydrofuran tolueneHCID 22635083—
CatalystDimethyl titanoceneHCID 129651941—
Product2-(R)-(1-(3,5-Bis(trifluoromethyl)-phenyl)ethenyloxy)-3-(S)-phenyl-4-benzyl morpholineHCID 1064928069%

Reaction Steps

A solution of 2.50 g (4.9 mmol) of 2-(R)-(3,5-bis(tri-fluoro-methyl)benzoyloxy)-3-(S)-phenyl-4-benzyl morpholine (from Example 67) and 2.50 g (12.0 mmol) of dimethyl titanocene (from Example 68, Step A) in 35 mL of 1:1 v/v THF/toluene was stirred in an oil bath at 80° C. for 16 hours. The reaction mixture was cooled and concentrated in vacuo. Flash chromatography on 150 g of silica gel using 3:1 v/v hexanes/methylene chloride as the eluant afforded 1.71 g (69%) of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05872116
Source datasetuspto-grants-1999_02
ORD IDord-74a12638c1f24b28b76fc0070c908a79
Source noteuspto-grants-1999_02