Hydrochloric Acid → Hydrochloric Acid

HRID 2104236Notes

Reaction equation

HRID 2104236 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([O:22][CH3:23])[CH:16]=2)([OH:14])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:24]>CO.CCOCC>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([C:11]2([OH:14])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:16][C:17]=1[O:22][CH3:23].[ClH:24]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 68503586HCID 68503586, compound

Product 2

HCID 313Hydrochloric AcidHCID 578055554-(4-Chloro-3-methoxyphenyl)-4-piperidinol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 4-(4-Chloro-3-methoxy-phenyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (502 mg) in MeOH (5 mL) was added a solution of HCl in ether (2 M, 9.5 mL). The resultant mixture was stirred at room temperature for 1 h followed by the addition of ether (50 mL). The reaction mixture was stirred at 0° C. for an additional 30 min, then filtered and concentrated to provide 4-(4-Chloro-3-methoxy-phenyl)-piperidin-4-ol in the form of HCl salt as a white solid.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-5ea57e5f3c1247d9b2bf90bbbaeb9ff1
Source dataset
uspto-grants-2009_08
Patent number
US07576218B2

Reaction notes

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