6-Methoxy-2-(4-methoxyphenyl)benzo[b]thiophene → HCID 12018053, compound

HRID 2303385Notes

Reaction equation

HRID 2303385 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:10]=1[O:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[C:5](O)=[O:6].[CH3:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[S:36][C:35]3[CH:37]=[C:38]([O:41][CH3:42])[CH:39]=[CH:40][C:34]=3[CH:33]=2)=[CH:28][CH:27]=1.[Al+3].[Cl-].[Cl-].[Cl-]>>[CH3:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[S:36][C:35]3[CH:37]=[C:38]([O:41][CH3:42])[CH:39]=[CH:40][C:34]=3[C:33]=2[C:5]([C:4]2[CH:3]=[C:2]([CH3:1])[C:10]([O:11][CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)=[C:9]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH:8]=2)=[O:6])=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 8509416-Methoxy-2-(4-methoxyphenyl)benzo[b]thiopheneHCID 6451240Aluminum(III) ChlorideHCID 18461159HCID 18461159, compound

Product 1

HCID 12018053HCID 12018053, compoundYield 40.6%

Procedure

1.3 g of the title compound (as a tan amorphous powder) was prepared from 2 g (5.62 mmol) of 3-methyl-4-[2-(1-piperidinyl)ethoxy]-5-t-butylbenzoic acid, 1.5 g (5.6 mmol) of 2-(4-methoxyphenyl)-6-methoxybenzo[b]thiophene, and 5.25 g (39.3 mmol) of AlCl3 in a manner similar to that used Preparation 15.

Sources & evidence

ORD record
ord-4be55eca977549c69f20f7a46b86879a
Source dataset
uspto-grants-2002_08
Patent number
US06432982B1

Reaction notes

Loading…