Ethyl Acetoacetate → 2-Acetylbutyrolactone

HRID 2081278Notes

Reaction equation

HRID 2081278 reaction equation
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].O1C=CCC1=O>>[C:3]([CH:2]1[CH2:9][CH2:8][O:7][C:1]1=[O:6])(=[O:4])[CH3:5]

Participants

3

Reactant 2

HCID 8868Ethyl Acetoacetate2×HCID 1407652(3H)-Furanone4×

Product 1

HCID 106012-Acetylbutyrolactone

Procedure

The mixture was distilled using a Raschig ring packed column and a Perkins Triangle Head. Seven fractions were obtained and analyzed by gas chromatography. Fractions 1-3 were found to be principally ethyl acetoacetate. Fraction 4 analyzed 11% ethyl acetoacetate and 42% of the desired lactone. Fractions 5 and 6 showed 98.4% lactone and 95.4% lactone, respectively. The yield of the desired lactone product ##STR10## (fractions 5 and 6) was 32%.

Workup

  1. distillationThe mixture was distilled
  2. customSeven fractions were obtained

Sources & evidence

ORD record
ord-3a321dee6c53453b8135873c89a54f89
Source dataset
uspto-grants-1993_02
Patent number
US05183908

Reaction notes

Loading…