4-Phenylpiperidin-4-ol → 1-(2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-phenylpiperidin-4-ol

HRID 1721777Notes

Reaction equation

HRID 1721777 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[CH:12]3[CH2:16][C:5]([CH:17]=O)([C:6]4[C:11]3=[CH:10][CH:9]=[CH:8][CH:7]=4)[C:4]=2[CH:3]=1.[OH:19][C:20]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[CH:12]3[CH2:16][C:5]([CH2:17][N:23]4[CH2:24][CH2:25][C:20]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)([OH:19])[CH2:21][CH2:22]4)([C:6]4[C:11]3=[CH:10][CH:9]=[CH:8][CH:7]=4)[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 963874-Phenylpiperidin-4-olHCID 196986392-Chloro-9-formyl-9,10-dihydro-9,10-methanoanthracene

Product 1

HCID 214806701-(2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-phenylpiperidin-4-olYield 32%

Procedure

Using a procedure similar to that described in example 21 except starting with 2-chloro-9-formyl-9,10-dihydro-9,10-methanoanthracene (described in example 1i) and 4-hydroxy-4phenylpiperidine, the title compound hydrochloride salt was obtained in 32% yield as a white powder, mp 260°-261° C. elemental

Sources & evidence

ORD record
ord-4a547ca1bf17462a8eecf803c594b546
Source dataset
uspto-grants-1996_04
Patent number
US05512575

Reaction notes

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