Cyclopentaneethanol → HCID 22462756, compound

HRID 1937169Notes

Reaction equation

HRID 1937169 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[OH:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([CH2:23][N:24]4[CH2:28][CH2:27][CH2:26][CH2:25]4)=[C:19]([CH3:29])[CH:18]=3)=[C:14]([C:30]3[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH:38]4[CH2:42]OC(=O)N4)=[CH:32][CH:31]=3)[S:13][C:12]=2[CH:44]=1.[CH:45]1(CCO)[CH2:49]C[CH2:47][CH2:46]1>C1COCC1>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[OH:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([CH2:23][N:24]4[CH2:28][CH2:27][CH2:26][CH2:25]4)=[C:19]([CH3:29])[CH:18]=3)=[C:14]([C:30]3[CH:31]=[CH:32][C:33]([O:36][CH2:37][CH2:38][CH:42]4[CH2:47][CH2:46][CH2:45][CH2:49]4)=[CH:34][CH:35]=3)[S:13][C:12]=2[CH:44]=1

Participants

4

Reactant 2

HCID 69833CyclopentaneethanolHCID 22462795HCID 22462795, compound

Product 1

HCID 22462756HCID 22462756, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By essentially following the conditions described in Example 2, Part A, the title compound was prepared from 6-benzyloxy-3-[3-methyl-4-[(1-pyrrolidinyl)methyl]benzyl]-2-(4-hydroxyphenyl)benzo[b]thiophene (Example 8; Part C) and 2-cyclopentylethanol in 58% yield following radial chromatography (SiO2; 5% THF and 2.5% TEA in hexanes).

Sources & evidence

ORD record
ord-55600375171e4b9fb40686b4aa34677f
Source dataset
uspto-grants-2002_05
Patent number
US06391901B1

Reaction notes

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