Sodium Hydroxide → 1-(tert-Butoxycarbonyl)-4-(trifluoromethyl)piperidine-4-carboxylic acid

HRID 970372Notes

Reaction equation

HRID 970372 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:19]([F:22])([F:21])[F:20])([C:14]([O:16]CC)=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CCO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:19]([F:22])([F:20])[F:21])([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21054722HCID 21054722, compound

Product 1

HCID 179831391-(tert-Butoxycarbonyl)-4-(trifluoromethyl)piperidine-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 1-(tert-butoxycarbonyl)-4-(trifluoromethyl)piperidine-4-carboxylate (3b) (1 equiv.) and 1.0 N NaOH (1.2 equiv.) in EtOH is heated at 50° C. When the reaction is complete, the solvents are removed in vacuo, and the residue is taken up in H2O. The solution is acidified to pH 5-6 with dilute HCl, and the precipitate is collected and washed with H2O. Drying in high vacuum gives the title compound.

Workup

  1. customthe solvents are removed in vacuo
  2. customthe precipitate is collected
  3. washwashed with H2O
  4. customDrying in high vacuum

Sources & evidence

ORD record
ord-780cad8114be4ebfbba7c194e69bc2da
Source dataset
uspto-grants-2007_12
Patent number
US07312212B2

Reaction notes

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