Acetic Acid → 3-[2-(Acetyloxy)ethyl]dihydro-2(3H)-furanone

HRID 129199Notes

Reaction equation

HRID 129199 reaction equation
CO[CH2:3][CH2:4][CH:5]1[CH2:9][CH2:8][O:7][C:6]1=[O:10].[C:11]([OH:14])(=[O:13])[CH3:12]>>[C:11]([O:14][CH2:3][CH2:4][CH:5]1[CH2:9][CH2:8][O:7][C:6]1=[O:10])(=[O:13])[CH3:12]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 14228512Dihydro-3-(2-methoxyethyl)-2(3H)-furanone

Product 1

HCID 110083843-[2-(Acetyloxy)ethyl]dihydro-2(3H)-furanoneYield 65%

Conditions

Temperature
120 °C

Procedure

In a stirred vessel there is heated to 120° C. a mixture of 20 g of 3-(2'-methoxyethyl)-dihydro-2(3H)furanone, 100 g of glacial acetic acid, and 10 g of Nafion. Following a period of 69 h, the reaction is terminated (conversion: 89%) and the catalyst is separated by filtration. Following purification by distillation, there is obtained 65% of 3-(2'-acetoxyethyl)-dihydro-2(3H)furanone (based on the 3-(2'-methoxyethyl)-dihydro-2(3H)furanone used).

Workup

  1. customthe reaction is terminated (conversion: 89%)
  2. customthe catalyst is separated by filtration
  3. custompurification
  4. distillationby distillation

Sources & evidence

ORD record
ord-542ec79db05e4a74b1608cb5b9daeee5
Source dataset
uspto-grants-1995_11
Patent number
US05466831

Reaction notes

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