(5-Fluoro-3-methyl-benzo[b]thiophen-2-yl)-phenyl-methanol → 2-[(5-Fluoro-3-methyl-benzo[b]thiophen-2-yl)-phenyl-methyl]-3-hydroxy-4-methyl-4-phenyl-cyclobut-2-enone

HRID 646089Notes

Reaction equation

HRID 646089 reaction equation
[CH3:1][C:2]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5](=[O:6])[CH2:4][C:3]1=[O:7].[F:14][C:15]1[CH:32]=[CH:31][C:18]2[S:19][C:20]([CH:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)O)=[C:21]([CH3:22])[C:17]=2[CH:16]=1>>[F:14][C:15]1[CH:32]=[CH:31][C:18]2[S:19][C:20]([CH:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:4]3[C:3](=[O:7])[C:2]([CH3:1])([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:5]=3[OH:6])=[C:21]([CH3:22])[C:17]=2[CH:16]=1

Participants

3

Reactant 2

HCID 68579253(5-Fluoro-3-methyl-benzo[b]thiophen-2-yl)-phenyl-methanolHCID 685810272-Methyl-2-phenyl-cyclobutane-1,3-dione

Product 1

HCID 592649182-[(5-Fluoro-3-methyl-benzo[b]thiophen-2-yl)-phenyl-methyl]-3-hydroxy-4-methyl-4-phenyl-cyclobut-2-enone

Procedure

Using general procedure D, 2-methyl-2-phenyl-cyclobutane-1,3-dione (Lit. 1) was reacted with (5-fluoro-3-methyl-benzo[b]thiophen-2-yl)-phenyl-methanol to give the title compound as a colorless solid. MS: 427.5 ([M−H]−).

Sources & evidence

ORD record
ord-193edf80945747aabd5e50c6126325f7
Source dataset
uspto-grants-2010_04
Patent number
US07705034B2

Reaction notes

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