3-Chloropropyl 3,4-dimethylphenyl ether → 1-(3-(3,4-Dimethylphenoxy)prop-1-yl)-4-hydroxy-4-(quinolin-3-yl)piperidine

HRID 1066080Notes

Reaction equation

HRID 1066080 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][CH2:11][CH2:12]Cl)[CH:5]=[CH:6][C:7]=1[CH3:8].[OH:14][C:15]1([C:21]2[CH:22]=[N:23][C:24]3[C:29]([CH:30]=2)=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[CH3:8])[O:9][CH2:10][CH2:11][CH2:12][N:18]1[CH2:19][CH2:20][C:15]([OH:14])([C:21]2[CH:22]=[N:23][C:24]3[C:29]([CH:30]=2)=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 167880053-Chloropropyl 3,4-dimethylphenyl etherHCID 211980104-(Quinolin-3-yl)piperidin-4-ol

Product 1

HCID 98652111-(3-(3,4-Dimethylphenoxy)prop-1-yl)-4-hydroxy-4-(quinolin-3-yl)piperidineYield 27%

Procedure

Beginning with 0.218 gm (1.1 mMol) 3-chloropropyl 3,4-dimethylphenyl ether and 0.250 gm (1.1 mMol) 4-hydroxy-4-(quinolin-3-yl)piperidine, 0.114 gm (27%) of the title compound were recovered as a white solid.

Sources & evidence

ORD record
ord-ce9548cf8a4340fa89ca0a3aaca6aeeb
Source dataset
uspto-grants-2001_06
Patent number
US06242450B1

Reaction notes

Loading…