{5-Methyl-6-[2-(4-trifluoromethyl-benzyloxy)-benzyloxy]-benzo[b]thiophen-3-yl}-acetic acid methyl ester → {5-Methyl-6-[2-(4-trifluoromethyl-benzyloxy)-benzyloxy]-benzo[b]-thiophen-3-yl}-acetic acid

HRID 1814181Notes

Reaction equation

HRID 1814181 reaction equation
C[O:2][C:3](=[O:35])[CH2:4][C:5]1[C:6]2[CH:13]=[C:12]([CH3:14])[C:11]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[O:23][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)=[CH:10][C:7]=2[S:8][CH:9]=1.FC(F)(F)C1C=CC(COC2C=CC=CC=2CO)=CC=1>C(OCC)(=O)C.C(O)C>[CH3:14][C:12]1[C:11]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[O:23][CH2:24][C:25]2[CH:26]=[CH:27][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:29][CH:30]=2)=[CH:10][C:7]2[S:8][CH:9]=[C:5]([CH2:4][C:3]([OH:35])=[O:2])[C:6]=2[CH:13]=1

Participants

5

Reactant 2

HCID 20770845{5-Methyl-6-[2-(4-trifluoromethyl-benzyloxy)-benzyloxy]-benzo[b]thiophen-3-yl}-acetic acid methyl esterHCID 22279996[2-(4-Trifluoromethyl-benzyloxy)-phenyl]-methanol

Product 1

HCID 22504750{5-Methyl-6-[2-(4-trifluoromethyl-benzyloxy)-benzyloxy]-benzo[b]-thiophen-3-yl}-acetic acidYield 86%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared using compound 78D from the preceding step and compound 7A in a manner analogous to compound 77. Thus, chromatography on silica gel in ethyl acetate followed by trituration in ethanol afforded 0.16 g (86% yield) of the title compound as a white solid; mp 157-158° C. Calc for C26H21F3O4S: C, 64.19; H, 4.35; found: C, 63.43; H, 4.04.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-0dca97fb486c441f83d2931894546ba3
Source dataset
uspto-grants-2005_04
Patent number
US06875780B2

Reaction notes

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