Ethyl ketone → 1-(1-Ethylpropenyl)pyrrolidine

HRID 1448921Notes

Reaction equation

HRID 1448921 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]([C:8]([CH2:10][CH3:11])=O)[CH3:7]>>[CH3:7][CH:6]=[C:8]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH2:10][CH3:11]

Participants

3

Reactant 2

HCID 7288Ethyl ketoneHCID 31268Pyrrolidine

Product 1

HCID 1395741-(1-Ethylpropenyl)pyrrolidineYield 70%

Procedure

584 g of pyrrolidine and 126.7 g of diethyl ketone are placed into a pear-shaped flask fitted with a Soxhlet attachment. In the Soxhlet there is contained 200 g of molecular sieve A4. The mixture is boiled for 170 hours at 150° C. bath temperature, and subsequently concentrated in a rotary evaporator. The residue obtained is distilled in a water-jet vacuum. There is obtained 142 g (70% of theory) of N-(3-pent-2-enyl)-pyrrolidine, b.p. 80° C./ 18 Torr. With the use of excess diethyl ketone, it is possible to attain a yield of 94%.

Workup

  1. customfitted with a Soxhlet attachment
  2. concentrationbath temperature, and subsequently concentrated in a rotary evaporator
  3. customThe residue obtained
  4. distillationis distilled in a water-jet vacuum

Sources & evidence

ORD record
ord-21e59e9b5bd14c33a4a541f340c041d5
Source dataset
uspto-grants-1980_02
Patent number
US04188341

Reaction notes

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