Chloroform → HCID 21706318, compound

HRID 1595045Notes

Reaction equation

HRID 1595045 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([C:17]3[C:18]4[CH:32]=[CH:31][C:30]([O:33]CC5C=CC=CC=5)=[CH:29][C:19]=4[S:20][C:21]=3[C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)=O)=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH4+].[OH-:42].C(Cl)(Cl)[Cl:44]>>[ClH:44].[OH:33][C:30]1[CH:31]=[CH:32][C:18]2[C:17]([CH2:15][C:12]3[CH:11]=[CH:10][C:9]([O:8][CH2:7][CH2:6][N:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:14][CH:13]=3)=[C:21]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH2:12][CH2:11][CH2:10][C:9]([OH:8])=[O:42])=[CH:24][CH:23]=3)[S:20][C:19]=2[CH:29]=1

Participants

4

Reactant 3

HCID 6212ChloroformHCID 14923Ammonium HydroxideHCID 22462752HCID 22462752, compound

Product 1

HCID 21706318HCID 21706318, compoundYield 52%

Procedure

By essentially following the procedure described below in Example 25, Part B, the title compound was prepared as a foam starting from 6-benzyloxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-yl 4-[2-(1-pyrrolidinyl)ethoxy]phenyl ketone (Part C) in 52% yield following MPLC (SiO2; 0.5% in CHCl3 sat'd with NH4OH).

Sources & evidence

ORD record
ord-53c003031aa542f189633ddc60eda8a6
Source dataset
uspto-grants-2001_09
Patent number
US06284756B1

Reaction notes

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