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

HRID 1640236

Reaction equation

HRID 1640236 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

2.2 g (9.4 mmol) 2,2,2-trifluoroethyltrifluoromethanesulphonate were added to 2.0 g (18.7 mmol) benzylamine in 50 mL xylene and the reaction mixture was refluxed overnight. After cooling the precipitate formed 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 i.vac.

Workup

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

Sources & evidence

ORD record
ord-8a79d718fc0d408cab994cbe2103242d
Source dataset
uspto-grants-2012_02
Patent number
US08110575B2

Linked notes

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