Acetyl chloride → 1,1-Ethanediol, 1,1-diacetate

HRID 27597

Reaction equation

HRID 27597 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=[O:3])[CH3:2].[C:8](Cl)(=[O:10])[CH3:9].[H][H]>[Pd].C(O)(=O)C>[C:1]([O:4][CH:5]([O:7][C:8](=[O:10])[CH3:9])[CH3:6])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 6367Acetyl chlorideHCID 7918Acetic AnhydrideHCID 178418361HCID 178418361, compound

Product 1

HCID 2225361,1-Ethanediol, 1,1-diacetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A 300-ml Fisher-Porter bottle was charged with 61.2 g (0.60 mol) of acetic anhydride, 0.3 g of a 5% palladium-on-carbon catalyst, and 0.8 g of acetyl chloride. The bottle was pressurized to 80-95 psig with hydrogen. After 4 hours at 90° C., a gas chromatographic analysis showed 18% conversion, with about equal amounts of ethylidene diacetate and acetic acid formed.

Sources & evidence

ORD record
ord-dca9bd852fc54eada48f212ce66fe2ed
Source dataset
uspto-grants-1980_09
Patent number
US04221918

Linked notes

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