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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594418Generated: October 30, 2026

Sodium hydride → 5-(2,6-Dimethoxyphenyl)-4-(4-(trifluoromethoxy)benzyl)-morpholin-3-one

https://huagongshe.com/reaction/594418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-chloro-N-(1-(2,6-dimethoxyphenyl)-2-hydroxyethyl)-N-(4-(trifluoromethoxy)benzyl)-acetamideHCID 69082006—
SolventDimethylformamideHCID 6228—
Product5-(2,6-Dimethoxyphenyl)-4-(4-(trifluoromethoxy)benzyl)-morpholin-3-oneHCID 69082766—

Reaction Steps

A cooled (−25° C.) mixture of NaH (60% dispersion in mineral oil; 1 mg; 0.025 mmol) in anh. DMF (1 ml) was treated dropwise with a solution of 2-chloro-N-(1-(2,6-dimethoxyphenyl)-2-hydroxyethyl)-N-(4-(trifluoromethoxy)benzyl)acetamide (10 mg; 0.022 mmol) in anh. DMF (1 ml). The resulting mixture was further stirred at rt, under nitrogen, for 30 min. The mixture was then filtered, and the obtained filtrate was directly purified by preparative HPLC affording 5-(2,6-dimethoxyphenyl)-4-(4-(trifluoromethoxy)benzyl)-morpholin-3-one as a yellow oil. LC-MS (conditions E): tR=0.79 min.; [M+H]+: 412.06 g/mol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242970B2
Source datasetuspto-grants-2016_01
ORD IDord-3b9f1f6b70d74c1793db9bee860299f9
Source noteuspto-grants-2016_01