1,2-Dimethoxyethane → Epoxypropyl pyrrolidone

HRID 2292079Notes

Reaction equation

HRID 2292079 reaction equation
C(C1OC1)Br.[NH:6]1[CH2:10][CH2:9][CH2:8][C:7]1=O.[K].[CH3:13][O:14][CH2:15][CH2:16][O:17]C>>[O:14]1[CH:13]2[CH:15]1[C:16](=[O:17])[N:6]([CH2:7][CH2:8][CH3:9])[CH2:10]2

Participants

4

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 18430EpibromohydrinHCID 69794172HCID 69794172, compound

Product 1

HCID 86743037Epoxypropyl pyrrolidone

Conditions

Temperature
25 °C

Procedure

To a 5 liter flask equipped with a stirrer, condenser, thermometer and dropping funnel was charged 604 g. (4.28 moles) epibromohydrin and 2150 ml. of ethyleneglycol dimethylether. To this solution was added, over a half hour period, 263.5 g. (2.14 moles) potassium pyrrolidone. The mixture was stirred 48 hours at 25° C. Potassium bromide was removed by filtration and the product distilled. The fraction boiling at 87° to 100° at 0.07 to 0.1 mm Hg was collected as 201.8 g. of product (67% of Theory) having a purity of 93% analyzed by gas chromatography. The reaction of this example can be described by the equation: ##STR36##

Workup

  1. customTo a 5 liter flask equipped with a stirrer, condenser
  2. additionwas charged 604 g
  3. additionTo this solution was added, over a half hour period
  4. customPotassium bromide was removed by filtration
  5. distillationthe product distilled
  6. customThe fraction boiling at 87° to 100° at 0.07 to 0.1 mm Hg was collected as 201.8 g

Sources & evidence

ORD record
ord-c383980ba74a41d68e44bb743aa2299e
Source dataset
uspto-grants-1989_01
Patent number
US04801400

Reaction notes

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