Water → HCID 53669013, compound

HRID 2049757Notes

Reaction equation

HRID 2049757 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=O)[CH2:2][CH3:3].[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.B(F)(F)F.CCOCC.O>C1C=CC=CC=1>[C:5]1([C:1]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:2][CH3:3])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 71481-Phenyl-1-propanoneHCID 8000Boron trifluoride etherateHCID 31268Pyrrolidine

Product 1

HCID 53669013HCID 53669013, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In 50 ml of benzene, 9.38 g of propiophenone, 14.93 g of pyrrolidine and 0.99 g of boron trifluoride etherate were dissolved. The mixture was refluxed for 67 hours using a Cope water separator and molecular sieve 4A as the dehydrating agent. After having distilled out the solvent under a reduced pressure, the residue was subjected to a distillation under a reduced pressure to obtain 10.33 g of the desired enamine (yield: 79%).

Workup

  1. temperatureThe mixture was refluxed for 67 hours
  2. distillationAfter having distilled out the solvent under a reduced pressure
  3. distillationthe residue was subjected to a distillation under a reduced pressure

Sources & evidence

ORD record
ord-64868e4202614fa396b676d8d07e3c64
Source dataset
uspto-grants-1980_04
Patent number
US04198510

Reaction notes

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