Sodium hydride → HCID 13649706, compound

HRID 2118549Notes

Reaction equation

HRID 2118549 reaction equation
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH:14]([F:16])[F:15])([CH3:13])[CH2:11][OH:12])=[CH:6][CH:5]=1.[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][C:19]=1[O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CCCCCC.C(OCC)(=O)C>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]([CH:14]([F:15])[F:16])([CH3:13])[CH2:11][O:12][CH2:22][C:21]2[CH:24]=[CH:25][C:18]([F:17])=[C:19]([O:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:20]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 129227144-(Bromomethyl)-1-fluoro-2-phenoxybenzeneHCID 13649705HCID 13649705, compound

Product 1

HCID 13649706HCID 13649706, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

0.44 g (10 mmol) Sodium hydride dispersion (55%) was freed from oil by washing three times with dry toluene. It was suspended in 10 ml dry dimethoxyethane and then, with stirring, 1.77 g (8.0 mmol) 2-(4-chlorophenyl)-2-difluoromethylpropanol and 2.24 g (8.0 mmol) 4-fluoro-3-phenoxybenzyl bromide added. After stirring for five hours at room temperature a thin layer chromatogram (Merck DC silica gel 60F254 plate, using hexane/ethyl acetate 1:1 as eluant, Rf : 0.57) showed that no starting material was present.

Workup

  1. washby washing three times with dry toluene

Sources & evidence

ORD record
ord-d5a7135320ef4c8ebe68e37c7d07489d
Source dataset
uspto-grants-1987_07
Patent number
US04678811

Reaction notes

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