Methyl Chloride → 1,1-Ethanediol, 1,1-diacetate

HRID 1111245Notes

Reaction equation

HRID 1111245 reaction equation
CCl.[C:3]([O:6][CH:7]=[CH2:8])(=[O:5])[CH3:4]>C(O)(=O)C>[C:3]([O:6][CH:7]([O:6][C:3](=[O:5])[CH3:4])[CH3:8])(=[O:5])[CH3:4]

Participants

4

Reactant 2

HCID 6327Methyl ChlorideHCID 7904Vinyl Acetate

Product 1

HCID 2225361,1-Ethanediol, 1,1-diacetateYield 43,978.102%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The procedure of Example 9 was repeated except that 10 g of methyl chloride was used in place of methyl iodide and the reaction was effected for 6 hours. GC analysis showed that 0.116 g of vinyl acetate, and 43.3 g of ethylidene diacetate were formed with considerable amount of acetic acid.

Sources & evidence

ORD record
ord-cec4f31c0448458a8489cd5618e858a3
Source dataset
uspto-grants-1990_12
Patent number
US04978778

Reaction notes

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