Trifluoroacetic acid → Trifluoroacetic acid

HRID 1848937Notes

Reaction equation

HRID 1848937 reaction equation
[F:1][C:2]1([F:17])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9]C(=O)OC(C)(C)C)[CH2:4][CH2:3]1.C([SiH](CC)CC)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>ClCCl.CCOCC.CCCCCC>[F:1][C:2]1([F:17])[CH2:7][CH2:6][CH:5]([CH2:8][NH2:9])[CH2:4][CH2:3]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 156044941-(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-1efa67317a78413181fe1def917d1f31
Source dataset
uspto-grants-2015_02
Patent number
US08952157B2

Reaction notes

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