Hydrochloric Acid → HCID 22628328, compound

HRID 278413Notes

Reaction equation

HRID 278413 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([CH2:11][N:12]1[CH2:17][CH2:16][C:15]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=3)([OH:18])[CH2:14][CH2:13]1)[CH2:5]2.[ClH:27]>CCO>[ClH:27].[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([CH2:11][N:12]1[CH2:13][CH2:14][C:15]([CH2:19][C:20]3[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=3)([OH:18])[CH2:16][CH2:17]1)[CH2:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22628329HCID 22628329, compound

Product 1

HCID 22628328HCID 22628328, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
4 °C

Procedure

(RS)-1-(5-hydroxy-indan-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol (177 mg, 0.503 mmol) was dissolved in EtOH and ethanolic HCl (1.7 eq) was added, the product was precipitated after 15 min. by addition of diethylether while cooling to 4° C. The product was afforded as a white solid-foam (RS)-1-(5-hydroxy-indan-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol hydrochloride (95.7 mg, 0.246 mmol, 49%) Mp. 88-90° C., MS m/e=352.2 (M+H+).

Workup

  1. customthe product was precipitated after 15 min. by addition of diethylether

Sources & evidence

ORD record
ord-fd333f3f025549df90bee6f745f1d66b
Source dataset
uspto-grants-2002_03
Patent number
US06359138B1

Reaction notes

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