Hydrochloric Acid → (RS)-1-(6-Hydroxy-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol Hydrochloride

HRID 278418Notes

Reaction equation

HRID 278418 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([CH2:12][N:13]1[CH2:18][CH2:17][C:16]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)([OH:19])[CH2:15][CH2:14]1)[CH2:6][CH2:5]2.[ClH:28]>CCO>[ClH:28].[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([CH2:12][N:13]1[CH2:18][CH2:17][C:16]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)([OH:19])[CH2:15][CH2:14]1)[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9842071(RS)-1-(6-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol

Product 1

HCID 22628391(RS)-1-(6-Hydroxy-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol HydrochlorideYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To (RS)-1-(6-hydroxy-1,2,3 ,4-tetrahydro-naphthalen-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol (500 mg, 1.36 mmol) in EtOH (4 ml) at 4° C., was added ethanolic HCl (1.1 eq.). Evaporation of the EtOH afforded the title compound as a white foam (530 mg, 1.32 mmol, 97%), MS m/e=366.2 (M+H+).

Workup

  1. customEvaporation of the EtOH

Sources & evidence

ORD record
ord-b07dcc1a44f64d2c83540a0681a2e5e9
Source dataset
uspto-grants-2002_03
Patent number
US06359138B1

Reaction notes

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