Lithium Hydroxide → HCID 22504842, compound

HRID 1296075Notes

Reaction equation

HRID 1296075 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][C:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[O:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=3)=[CH:13][C:8]=2[O:7][CH:6]=1.[OH-].[Li+]>>[F:33][C:30]([F:31])([F:32])[C:27]1[CH:26]=[CH:25][C:24]([CH2:23][O:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[CH2:15][O:14][C:12]2[CH:11]=[CH:10][C:9]3[C:5]([CH2:4][C:3]([OH:34])=[O:2])=[CH:6][O:7][C:8]=3[CH:13]=2)=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 20770847{6-[2-(4-Trifluoromethyl-benzyloxy)-benzyloxy]-benzofuran-3-yl}-acetic acid methyl ester

Product 1

HCID 22504842HCID 22504842, compound

Procedure

The title compound was prepared in the manner analogous to example 24 using {6-[2-(4-trifluoromethyl-benzyloxy)-benzyloxy]-benzofuran-3-yl}-acetic acid methyl ester and lithium hydroxide. mp 126–127° C.; IR (thin film) cm−1: 1716, 1624, 1494, 1320, 1231, 1109; 400 MHz 1H NMR (DMSO-d6) 12.39 (br s, 1H), 7.71 (s, 1H), 7.61–7.67 (m, 4H), 7.39–7.42 (m, 2H), 7.24–7.29 (m, 1H), 7.20 (d, 1H, J=2.0 Hz), 7.06 (d, 1H, J=7.6 Hz), 6.90–6.95 (m, 2H), 5.27 (s, 2H), 5.15 (s, 2H), 3.59 (s, 2H); MS m/z 455 (M−1). Anal. Calc'd for C25H19F3O5: C, 65.79; H, 4.20; found: C, 65.75; H, 4.02.

Sources & evidence

ORD record
ord-3f8cad19391e4eccbd5f901c59523cce
Source dataset
uspto-grants-2007_07
Patent number
US07244763B2

Reaction notes

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