Lithium Hydroxide → HCID 22504831, compound

HRID 1296073Notes

Reaction equation

HRID 1296073 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]=[C:18]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=4)[CH:17]=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:18]2[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=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 20770849{6-[3-(4-Trifluoromethyl-benzyloxy)-benzyloxy]-benzofuran-3-yl}-acetic acid methyl ester

Product 1

HCID 22504831HCID 22504831, compound

Procedure

The title compound was prepared in the manner analogous to example 24 using {6-[3-(4-trifluoromethyl-benzyloxy)-benzyloxy]-benzofuran-3-yl}-acetic acid methyl ester and lithium hydroxide. mp 155–157° C.; IR (thin film) cm−1: 1722, 1585, 1492, 1319, 1157, 1114; 400 MHz 1H NMR (DMSO-d6) 12.39 (br s, 1H), 7.69–7.71 (m, 3H), 7.62 (d, 2H, J=8.1 Hz), 7.41 (d, 1H, J=8.5 Hz), 7.26 (t, 1H, J=7.9 Hz), 7.18 (d, 1H, J=2.2 Hz), 7.08–7.09 (m, 1H), 7.00 (d, 1H, J=7.8 Hz), 6.88–6.94 (m, 2H), 5.19 (s, 2H), 5.08 (s, 2H), 3.58 (s, 2H); MS m/z 455 (M−1). Anal. Calc'd for C25H19F3O5: C, 65.79; H, 4.20; found: C, 65.60; H, 4.08.

Sources & evidence

ORD record
ord-c822dfe8740c4f67b251e73e272c8057
Source dataset
uspto-grants-2007_07
Patent number
US07244763B2

Reaction notes

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