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

Reaction equation

COCC[CH:5]1[CH2:9][CH2:8][O:7][C:6]1=[O:10].[C:11]([O:14][C:15](=O)[CH3:16])(=[O:13])[CH3:12]>>[C:6]([O:7][CH2:8][CH2:9][CH:12]1[CH2:16][CH2:15][O:14][C:11]1=[O:13])(=[O:10])[CH3:5]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 14228512Dihydro-3-(2-methoxyethyl)-2(3H)-furanone

Product 1

HCID 110083843-[2-(Acetyloxy)ethyl]dihydro-2(3H)-furanoneYield 61%

Conditions

Temperature: 120 °C

Procedure

In a stirred vessel, a mixture of 20 g of 3-(2'-methoxyethyl)-dihydro-2(3H)furanone, 100 g of acetic anhydride, and 10 of Nafion is heated to 120° C. Following a period of 69 h, the reaction is terminated (conversion: 100%) and the catalyst is separated by filtration. Following purification by distillation, there is obtained 61% of 3-(2'-acetoxyethyl)-dihydro-2(3H)furanone.

Workup

customthe reaction is terminated (conversion: 100%)
customthe catalyst is separated by filtration
custompurification
distillationby distillation

Sources & evidence

ORD record: ord-9c71d9ee151e4b7183179eb079b0ae27
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05466831

Reaction notes

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