Benzylamine → Benzyl-(2,2,2-trifluoro-ethyl)-amine

HRID 74527

Reaction equation

HRID 74527 reaction equation
[F:1][C:2]([F:13])([F:12])[CH2:3]OS(C(F)(F)F)(=O)=O.[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C(C)=CC=CC=1>[CH2:14]([NH:21][CH2:3][C:2]([F:13])([F:12])[F:1])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonate

Product 1

HCID 4962181Benzyl-(2,2,2-trifluoro-ethyl)-amine

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

2.17 g (9.4 mmol) 2,2,2-trifluoroethyltrifluoromethanesulphonate were added to 2.00 g (18.7 mmol) benzylamine in 50 mL xylene and the reaction mixture was refluxed overnight. After cooling the reaction mixture was suction filtered, washed with DIPE and the filtrate was evaporated down using the rotary evaporator. The residue was purified by flash chromatography. The product fractions were combined and evaporated down using the rotary evaporator.

Workup

  1. temperaturethe reaction mixture was refluxed overnight
  2. temperatureAfter cooling the reaction mixture
  3. filtrationfiltered
  4. washwashed with DIPE
  5. customthe filtrate was evaporated down
  6. customthe rotary evaporator
  7. customThe residue was purified by flash chromatography
  8. customevaporated
  9. customthe rotary evaporator

Sources & evidence

ORD record
ord-12297a9fd6ac4c479c6a214c31118f3c
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Linked notes

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