Hydrochloric Acid → 2-Pyrrolidinone, 1,1'-(3-methyl-1-propene-1,3-diyl)bis-

HRID 2300018Notes

Reaction equation

HRID 2300018 reaction equation
Cl.[CH:2]([N:4]1[CH2:8][CH2:7][CH2:6][C:5]1=[O:9])=[CH2:3]>>[N:4]1([CH:2]=[CH:3][CH:2]([N:4]2[CH2:8][CH2:7][CH2:6][C:5]2=[O:9])[CH3:3])[CH2:8][CH2:7][CH2:6][C:5]1=[O:9]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 6917N-vinyl-2-pyrrolidone

Product 1

HCID 27512992-Pyrrolidinone, 1,1'-(3-methyl-1-propene-1,3-diyl)bis-

Procedure

A stream of HCl gas was passed through a capillary into 25 g of N-vinylpyrrolidone, which had been purified by crystallization, under nitrogen for 10 sec. The mixture was stored at 0° C. under a nitrogen atmosphere overnight, during which slow crystallization started. 10 ml of ether were added to complete the crystallization. 1,3-Bis-(1-pyrrolidonyl)butene crystallized in clusters of needles. The product was recrystallized from ether/acetone (1/5).

Workup

  1. customhad been purified by crystallization, under nitrogen for 10 sec
  2. customThe mixture was stored at 0° C. under a nitrogen atmosphere overnight, during which slow crystallization
  3. addition10 ml of ether were added
  4. customthe crystallization
  5. custom1,3-Bis-(1-pyrrolidonyl)butene crystallized in clusters of needles
  6. customThe product was recrystallized from ether/acetone (1/5)

Sources & evidence

ORD record
ord-ee97edecbe6a48afa0e814eb914acd4e
Source dataset
uspto-grants-2002_12
Patent number
US06497886B1

Reaction notes

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