4-(2-Piperidinoethoxy)benzoic acid hydrochloride → 6-Benzoyloxy-2-(4-benzoyloxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene, hydrochloride
Reaction equation
[ClH:1].[N:2]1([CH2:8][CH2:9][O:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[C:20]([O:28][C:29]1[CH:30]=[CH:31][C:32]2[CH:36]=[C:35]([C:37]3[CH:42]=[CH:41][C:40]([O:43][C:44](=[O:51])[C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=4)=[CH:39][CH:38]=3)[S:34][C:33]=2[CH:52]=1)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[ClH:1].[C:20]([O:28][C:29]1[CH:30]=[CH:31][C:32]2[C:36]([C:15](=[O:17])[C:14]3[CH:13]=[CH:12][C:11]([O:10][CH2:9][CH2:8][N:2]4[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]4)=[CH:19][CH:18]=3)=[C:35]([C:37]3[CH:42]=[CH:41][C:40]([O:43][C:44](=[O:51])[C:45]4[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=4)=[CH:39][CH:38]=3)[S:34][C:33]=2[CH:52]=1)(=[O:27])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1Participants
3
Procedure
The process of this example was run as was the process of Example 1, starting with the acid chloride formed from 18.9 g. of 4-(2-piperidinoethoxy)-benzoic acid, hydrochloride, and 20 g. of 6-benzoyloxy-2-(4-benzoyloxyphenyl)-benzo[b]thiophene. The reaction mixture was stirred for 1.5 hours, and was then worked up as described in Example 1 to obtain the desired product as an oil. A small portion of the crude product was crystallized from denatured ethanol to provide an analytical sample, m.p. 230°-233° C., the identity of which was confirmed by nmr analysis.
Workup
- customformed from 18.9 g
Sources & evidence
- ORD record
- ord-b5229831b5c44c86af8d323f706c14b0
- Source dataset
- uspto-grants-1983_11
- Patent number
- US04418068
Reaction notes
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