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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897919Generated: October 31, 2026

p-Fluorophenethylamine → (2R,4S,5S)-2-benzhydryl-5-[2-(4-fluorophenyl)-ethylamino]-tetrahydropyran-4-ol

https://huagongshe.com/reaction/1897919

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluorophenethylamineHCID 4653—
Reactant(1R,4R,6S)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]-heptaneHCID 86605347—
SolventEthanolHCID 702—
Product(2R,4S,5S)-2-benzhydryl-5-[2-(4-fluorophenyl)-ethylamino]-tetrahydropyran-4-olHCID 11350257—

Reaction Steps

(1R,4R,6S)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]-heptane 28c (0.02 g, 0.075 mmol) was reacted with 2-(4-fluorophenyl)-ethylamine (0.21 g, 1.50 mmol) in ethanol (Procedure E) to yield (2R,4S,5S)-2-benzhydryl-5-[2-(4-fluorophenyl)-ethylamino]-tetrahydropyran-4-ol, (+)-29c, 0.030 g (98%, [α]D=(+)63.4, c=1, MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519159B2
Source datasetuspto-grants-2013_08
ORD IDord-feaeb66b50e34a3792d930c0d167b036
Source noteuspto-grants-2013_08