Benzyl Bromide → HCID 59180318, compound

HRID 416107Notes

Reaction equation

[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([CH2:16][CH2:17][CH:18]([OH:34])[C:19]2[S:20][CH:21]=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=3)[CH:23]=2)[CH:12]=[CH:11][C:3]=1[O:4][C:5]([CH3:10])([CH3:9])[C:6]([OH:8])=[O:7].[H-].[Na+].[CH2:37](Br)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>>[CH2:37]([O:34][CH:18]([C:19]1[S:20][CH:21]=[C:22]([C:24]2[CH:25]=[CH:26][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:28][CH:29]=2)[CH:23]=1)[CH2:17][CH2:16][C:13]1[CH:12]=[CH:11][C:3]([O:4][C:5]([CH3:9])([CH3:10])[C:6]([OH:8])=[O:7])=[C:2]([Cl:1])[C:14]=1[Cl:15])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

Reactant 3

HCID 7498Benzyl Bromide

HCID 24758Sodium hydride

HCID 59180322HCID 59180322, compound

Product 1

HCID 59180318HCID 59180318, compound

Procedure

2-(4-(3-(Benzyloxy)-3-(4-(4-(trifluoromethyl)phenyl)thien-2-yl)propyl)-2,3-dichlorophenoxy)-2-methylpropanoic acid is prepared from 2-(2,3-dichloro-4-(3-hydroxy-3-(4-(4-(trifluoromethyl)phenyl)thien-2-yl)propyl)phenoxy)-2-methylpropanoic acid using 2.2 equivalents of sodium hydride and 2.2 equivalents of benzyl bromide according to general procedure H.

Sources & evidence

ORD record: ord-44653dd3f2184daa91f2b4fe62a5ac90
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088819B2

Reaction notes

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