tert-Butyl (4,4-difluorocyclohexyl)carbamate → (4,4-Difluorocyclohexyl)amine

HRID 1672731Notes

Reaction equation

HRID 1672731 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][C:11]([F:15])([F:14])[CH2:10][CH2:9]1)(C)(C)C>C(O)(C(F)(F)F)=O>[F:14][C:11]1([F:15])[CH2:12][CH2:13][CH:8]([NH2:7])[CH2:9][CH2:10]1

Participants

3

Reactant 1

HCID 22175003tert-Butyl (4,4-difluorocyclohexyl)carbamate

Product 1

HCID 3847030(4,4-Difluorocyclohexyl)amine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Allow the solution of (4,4-difluoro-cyclohexyl)-carbamic acid tert-butyl ester in 20 mL of TFA to stand at room temp for overnight. Concentrate the mixture under vacuum. Pass the residue through a SCX column to yield 251 mg of the title product: mass spectrum (m/z): 136 (M+1).

Workup

  1. concentrationConcentrate the mixture under vacuum

Sources & evidence

ORD record
ord-458ae7ed4295430e97f2bf72e51305c1
Source dataset
uspto-grants-2011_08
Patent number
US07998999B2

Reaction notes

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