Acetic Anhydride → Methanol, 1,1-diethoxy-, 1-acetate

HRID 614283Notes

Reaction equation

HRID 614283 reaction equation
C(OC(=O)C)(=[O:3])C.[CH:8]([O:15][CH2:16][CH3:17])([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11]>C(O)=O>[C:10]([O:9][CH:8]([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14])(=[O:3])[CH3:11]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformate

Product 1

HCID 84166Methanol, 1,1-diethoxy-, 1-acetateYield 54.5%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Acetic anhydride (550 g), formic acid (275 g) and triethyl orthoformate (740 g) were reacted as is described in DeWolfe, Synthesis, 1974, 153-172 (scaled up five fold). The product had a b.p. of 77°-78° C. at 25 mm/Hg, and was obtained in a yield of 54.5%.

Workup

  1. customas is described in DeWolfe, Synthesis, 1974, 153-172 (
  2. customwas obtained in a yield of 54.5%

Sources & evidence

ORD record
ord-314e3211a9e146c89f0adb22a057ac05
Source dataset
uspto-grants-1979_03
Patent number
US04144263

Reaction notes

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