Methyl benzo[b]thiophene-7-carboxylate → 2-(4-Methoxy-2-methyl-phenyl)-benzo[b]thiophene-7-carboxylic acid methyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:23]=[CH:22][C:9]2[S:10][C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[CH3:21])=[CH:12][C:8]=2[CH:7]=1)=[O:5])C.COC(C1C2SC=CC=2C=CC=1)=O>>[CH3:1][O:3][C:4]([C:6]1[C:7]2[S:10][C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[CH3:21])=[CH:12][C:8]=2[CH:9]=[CH:22][CH:23]=1)=[O:5]Participants
3
Procedure
The title compound (130 mg, 12%) is prepared essentially as described in the synthesis of 2-(4-methoxy-2-methyl-phenyl)-benzo[b]thiophene-5-carboxylic acid ethyl ester, utilizing benzo[b]thiophene-7-carboxylic acid methyl ester. 1H NMR (CDCl3): δ 8.08 (dd, 1H, J=7.55 Hz, 1.1 Hz), 7.97 (dd, 1H, J=7.8 Hz, 1.1 Hz), 7.48-7.42 (m, 2H), 6.87-6.79 (m, 2H), 4.03 (s, 3H), 3.85 (s, 3H), 2.48 (s, 3H).
Sources & evidence
- ORD record
- ord-87bfe7c0266147e59dd35ae8212b328b
- Source dataset
- uspto-grants-2011_01
- Patent number
- US07863302B2
Reaction notes
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