4-(3-chloropropoxy)-1H-indole → 1-(4-Indolyloxy)-3-[4-hydroxy-4-(6-benzyloxynaphth-2-yl)piperidine-1-yl]propane

HRID 1416203Notes

Reaction equation

HRID 1416203 reaction equation
[NH:1]1[C:9]2[C:4](=[C:5]([O:10][CH2:11][CH2:12][CH2:13]Cl)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[OH:15][C:16]1([C:22]2[CH:31]=[CH:30][C:29]3[C:24](=[CH:25][CH:26]=[C:27]([O:32][CH2:33][C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[CH:28]=3)[CH:23]=2)[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[NH:1]1[C:9]2[C:4](=[C:5]([O:10][CH2:11][CH2:12][CH2:13][N:19]3[CH2:20][CH2:21][C:16]([OH:15])([C:22]4[CH:31]=[CH:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([O:32][CH2:33][C:34]6[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=6)[CH:28]=5)[CH:23]=4)[CH2:17][CH2:18]3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 116941694-(3-chloropropoxy)-1H-indoleHCID 542319294-Hydroxy-4-(6-benzyloxynaphth-2-yl)piperidine

Product 1

HCID 675732741-(4-Indolyloxy)-3-[4-hydroxy-4-(6-benzyloxynaphth-2-yl)piperidine-1-yl]propaneYield 30%

Procedure

Beginning with 0.189 gm (0.90 mMol) 1-(4-indolyloxy)-3-chloropropane and 0.300 gm (0.90 mMol) 4-hydroxy-4-(6-benzyloxynaphth-2-yl)piperidine, 0.137 gm (30%) of the title compound was recovered as a white solid by the procedure described in Example 1.

Sources & evidence

ORD record
ord-ae7737eeaacc44b7afb7dfc8092cf1f0
Source dataset
uspto-grants-1999_06
Patent number
US05912256

Reaction notes

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