3-Chloro-1,2-propanediol → HCID 53924161, compound

HRID 637384Notes

Reaction equation

HRID 637384 reaction equation
[CH:1]1([C:6]([CH2:21][CH3:22])=[C:7]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:24][CH:25]([OH:28])[CH2:26][OH:27].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH:1]1([C:6]([CH2:21][CH3:22])=[C:7]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:24][CH:25]([OH:28])[CH2:26][OH:27])=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 72903-Chloro-1,2-propanediolHCID 11430Potassium CarbonateHCID 53646607HCID 53646607, compound

Product 1

HCID 53924161HCID 53924161, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-cyclopentyl-1-[p-(2,3-dihydroxypropoxy)phenyl]-1-phenyl-1-butene was prepared from pure E- or Z-isomer of 2-cyclopentyl-1-(p-hydroxyphenyl)-1-phenyl-1-butene and 3-chloro-1,2-propandiol in 2-butanone using potassium carbonate as a base (see example 16). In the case of the E-isomer the semisolid product was purified by chromatography over silica gel using methylene chloride as eluent.

Workup

  1. customIn the case of the E-isomer the semisolid product was purified by chromatography over silica gel

Sources & evidence

ORD record
ord-4923ec5635df4068bff09099181dba5e
Source dataset
uspto-grants-1985_12
Patent number
US04556677

Reaction notes

Loading…