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

HRID 129201Notes

Reaction equation

HRID 129201 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH:8]1[CH2:12][CH2:11][O:10][C:9]1=[O:13])(C)(C)[CH3:2].C(O)(=[O:16])C>>[C:1]([O:5][CH2:6][CH2:7][CH:8]1[CH2:12][CH2:11][O:10][C:9]1=[O:13])(=[O:16])[CH3:2]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 10954253HCID 10954253, compound

Product 1

HCID 110083843-[2-(Acetyloxy)ethyl]dihydro-2(3H)-furanoneYield 98%

Conditions

Temperature
120 °C

Procedure

In a stirred vessel, a mixture of 10 g of 3-(2'-tert-butoxyethyl)-dihydro-2(3H)furanone, 50 g of glacial acetic acid, and 5 g of Nafion is heated to 120° C. Following a period of 19 h, the reaction is terminated (conversion: 100%) and the catalyst is separated by filtration. Following purification by distillation, there is obtained 98% of 3-(2'-acetoxyethyl)-dihydro-2(3H)furanone.

Workup

  1. customthe reaction is terminated (conversion: 100%)
  2. customthe catalyst is separated by filtration
  3. custompurification
  4. distillationby distillation

Sources & evidence

ORD record
ord-3c385e85f07043dba70423a79a4fadb5
Source dataset
uspto-grants-1995_11
Patent number
US05466831

Reaction notes

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