Hydrochloric Acid → 3-Acetyl-5-Ethyldihydro-2(3H)-Furanone

HRID 2081276Notes

Reaction equation

HRID 2081276 reaction equation
Cl.O1C=C[CH2:4][C:3]1=O.[C:8]([O:14][CH2:15][CH3:16])(=[O:13])[CH2:9][C:10]([CH3:12])=[O:11]>>[C:10]([CH:9]1[CH2:16][CH:15]([CH2:3][CH3:4])[O:14][C:8]1=[O:13])(=[O:11])[CH3:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8868Ethyl AcetoacetateHCID 1407652(3H)-Furanone

Product 1

HCID 110518973-Acetyl-5-Ethyldihydro-2(3H)-Furanone

Procedure

The mixture was allowed to stand overnight and was transferred to a separatory funnel and acidified with 125 ml concentrated hydrochloric acid. The organic layer was separated and the water layer extracted three times with 50 ml diethyl ether. The extracts were combined with the organic layer, dried through sodium sulfate, and the diethyl ether was removed by means of a Rotovap. 182 Grams of product were obtained which when analyzed by GC indicated 83.6% lactone and 7.8% ethyl acetoacetate.

Workup

  1. customwas transferred to a separatory funnel
  2. customThe organic layer was separated
  3. extractionthe water layer extracted three times with 50 ml diethyl ether
  4. dry with materialdried through sodium sulfate
  5. customthe diethyl ether was removed by means of a Rotovap
  6. custom182 Grams of product were obtained which when

Sources & evidence

ORD record
ord-1152ca29cf0443d6a45cba7eb31966cb
Source dataset
uspto-grants-1993_02
Patent number
US05183908

Reaction notes

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