Trifluoroacetic acid → Trifluoroacetic acid

HRID 624458Notes

Reaction equation

HRID 624458 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][C:12]([F:16])([F:15])[CH2:11][CH2:10]1)(C)(C)C.C([SiH](CC)CC)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>ClCCl.CCOCC.CCCCCC>[F:15][C:12]1([F:16])[CH2:13][CH2:14][CH:9]([CH2:8][NH2:7])[CH2:10][CH2:11]1.[C:27]([OH:29])([C:26]([F:31])([F:30])[F:25])=[O:28]

Participants

7

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 57441078tert-Butyl ((4,4-difluorocyclohexyl)methyl)carbamate

Product 2

HCID 6422Trifluoroacetic acidHCID 15604494(4,4-Difluorocyclohexyl)methanamine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 21584099Diethylether hexaneSolvent

Procedure

A solution of EXAMPLE 396A (3 g) in dichloromethane (35 mL), trifluoroacetic acid (15 mL), and triethylsilane (1 mL) was stirred for 2 hours. The solution was concentrated, then condensed from toluene, and left under high vacuum for 24 hours. The semi-solid was taken up in ether/hexane and filtered to give the title compound as its TFA salt.

Workup

  1. concentrationThe solution was concentrated
  2. customcondensed from toluene
  3. filtrationfiltered

Sources & evidence

ORD record
ord-6a95668acccf4faa9ba393a422705e59
Source dataset
uspto-grants-2016_04
Patent number
US09303025B2

Reaction notes

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