3-Chloro-1-propanol → 2,3-dihydro-8-(3-hydroxypropoxy)-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one

HRID 22359

Reaction equation

HRID 22359 reaction equation
C(=O)([O-])O.[K+].[OH:6][C:7]1[C:8]([O:21][CH3:22])=[CH:9][C:10]2[O:15][C:14](=[O:16])[C:13]3[CH2:17][CH2:18][CH2:19][C:12]=3[C:11]=2[CH:20]=1.Cl[CH2:24][CH2:25][CH2:26][OH:27]>C(O)(C)C>[OH:27][CH2:26][CH2:25][CH2:24][O:6][C:7]1[C:8]([O:21][CH3:22])=[CH:9][C:10]2[O:15][C:14](=[O:16])[C:13]3[CH2:17][CH2:18][CH2:19][C:12]=3[C:11]=2[CH:20]=1

Participants

5

Reactant 3

HCID 123133-Chloro-1-propanolHCID 516893Potassium BicarbonateHCID 199276772,3-dihydro-8-hydroxy-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one

Product 1

HCID 199276482,3-dihydro-8-(3-hydroxypropoxy)-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-oneYield 58%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Method J (but using potassium hydrogencarbonate); Starting materials: 2,3-dihydro-8-hydroxy-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one (example 109) and 3-chloro-1-propanol; yield 58%; fusion point 213°-215° C. (from isopropanol).

Sources & evidence

ORD record
ord-ce7b2c4cccf04c1c9483a6157345c6e0
Source dataset
uspto-grants-1995_06
Patent number
US05428038

Linked notes

Loading…