2',5'-Dihydroxypropiophenone → 2-Cyclohexyl-6-[6-(4-hydroxypiperidinyl)hexoxy]-3-methyl-4H-1-benzopyran-4-one hydrochloride

HRID 1197970

Reaction equation

HRID 1197970 reaction equation
O[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11].[CH:13]1([C:19]([Cl:21])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]Cl.[OH:30][CH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>>[ClH:21].[CH:13]1([C:19]2[O:20][C:2]3[CH:7]=[CH:6][C:5]([O:8][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][N:34]4[CH2:35][CH2:36][CH:31]([OH:30])[CH2:32][CH2:33]4)=[CH:4][C:3]=3[C:9](=[O:12])[C:10]=2[CH3:11])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 4

HCID 703122',5'-DihydroxypropiophenoneHCID 75938Cyclohexanecarbonyl chlorideHCID 79341Piperidin-4-olHCID 805161-Bromo-6-chlorohexane

Product 1

HCID 189597042-Cyclohexyl-6-[6-(4-hydroxypiperidinyl)hexoxy]-3-methyl-4H-1-benzopyran-4-one hydrochloride

Procedure

The compound was prepared by a method similar to Example 11 from 2',5'-dihydroxypropiophenone, cyclohexanecarbonyl chloride, 1-bromo-6-chlorohexane, and 4-hydroxypiperidine: mp 109°-110° C.

Sources & evidence

ORD record
ord-56e13e6904f24ad8bc708a97e02c3682
Source dataset
uspto-grants-1994_01
Patent number
US05278174

Linked notes

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