Ethyl Acetoacetate → HCID 13799837, compound

HRID 1906482Notes

Reaction equation

HRID 1906482 reaction equation
O[CH:2]([N:4]1[CH2:8][CH2:7][CH2:6][C:5]1=[O:9])[CH3:3].[C:10]([O:16]CC)(=[O:15])[CH2:11][C:12]([CH3:14])=[O:13].[Na]>>[C:10]([O:16][CH2:3][CH2:2][N:4]1[CH2:8][CH2:7][CH2:6][C:5]1=[O:9])(=[O:15])[CH2:11][C:12]([CH3:14])=[O:13]

Participants

4

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 5360545SodiumHCID 13797250HCID 13797250, compound

Product 1

HCID 13799837HCID 13799837, compoundYield 40%

Procedure

A mixture of 20 g (0.16 mol) of 1-hydroxyethyl-2-oxo-pyrrolidine, 40 g (0.31 mole) of ethyl acetoacetate and 100 mg of sodium was heated at 140°-150° C. for six hours. Residual ethanol was removed in vacuo and the resultant oil was kugelrohr distilled (200° C./1 mm) to give 1.38 g (40%) of the product. NMR: (CDCl3) δ 2.1 (7H, m), 3.4 (6H, m) 4.1 (2H, t)

Workup

  1. temperaturewas heated at 140°-150° C. for six hours
  2. customResidual ethanol was removed in vacuo
  3. distillationdistilled (200° C./1 mm)

Sources & evidence

ORD record
ord-3cbbf94c0b8540e380131cdfa02ead11
Source dataset
uspto-grants-1987_03
Patent number
US04652573

Reaction notes

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