Ether hydrochloride → (2-Piperidin-4-yl-phenyl)-methanol hydrochloride

HRID 1241881Notes

Reaction equation

HRID 1241881 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]1.CCOCC.[ClH:27]>C(Cl)Cl>[ClH:27].[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 10953452Ether hydrochlorideHCID 57774474Tert-Butyl 4-(2-(hydroxymethyl)phenyl)piperidine-1-carboxylate

Product 1

HCID 21936926(2-Piperidin-4-yl-phenyl)-methanol hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

260 mg (0.89 mmol) of 4-(2-hydroxymethylphenyl)-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester were dissolved in 20 mL of CH2Cl2, 4 mL of a saturated Et2O/HCl solution were added and the reaction mixture was stirred at room temperature for 45 min. The solvent was removed in vacuo and the resulting crude solid was triturated with CH2Cl2, filtered and dried, yielding 180 mg of the title compound.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe resulting crude solid was triturated with CH2Cl2
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-b70916ee92ee48f68175c57c1d3f1960
Source dataset
uspto-grants-2006_10
Patent number
US07115633B2

Reaction notes

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