p-Toluenesulfonic acid → HCID 68566087, compound

HRID 970363Notes

Reaction equation

HRID 970363 reaction equation
C(OC(O)[CH2:5][C:6]([F:9])([F:8])[F:7])C.[CH3:11][C@@H:12]([NH2:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:13]1([C@H:12]([N:19]=[CH:5][C:6]([F:7])([F:8])[F:9])[CH3:11])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 6431891-Phenethylamine, (+)-HCID 14280179HCID 14280179, compound

Product 1

HCID 68566087HCID 68566087, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To solution of (trifluoromethyl)acetaldehyde ethyl hemiacetal (1.2 equiv.) in toluene is added (R)-(+)-α-methylbenzylamine (1 equiv.) and catalytic amount of p-toluenesulfonic acid. The solution is heated at reflux under a Dean-Stark apparatus. After 3 hr, the reaction flask is fitted with a short-path condenser and the reaction contents were fractionally distilled to give the title compound as a colorless oil.

Workup

  1. temperatureThe solution is heated
  2. temperatureat reflux under a Dean-Stark apparatus
  3. customthe reaction flask is fitted with a short-path condenser
  4. customthe reaction contents
  5. distillationwere fractionally distilled

Sources & evidence

ORD record
ord-43d0fd6fe5234279a63731caf7a5c8da
Source dataset
uspto-grants-2007_12
Patent number
US07312212B2

Reaction notes

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