1,1-Dimethoxy-2-methyl-2-acetoxy-but-3-ene → 4,4-Dimethoxy-3-methyl-crotyl acetate

HRID 1155271Notes

Reaction equation

HRID 1155271 reaction equation
[CH3:1][O:2][CH:3]([O:12][CH3:13])[C:4]([CH3:11])(OC(=O)C)[CH:5]=[CH2:6]>[Cu]Cl>[C:3]([O:12][CH2:6][CH:5]=[C:4]([CH3:11])[CH:3]([O:2][CH3:1])[O:12][CH3:13])(=[O:2])[CH3:4]

Participants

3

Conditions

Temperature
160 °C

Procedure

564 g of 1,1-dimethoxy-2-methyl-2-acetoxy-but-3-ene and 0.3 g of copper (I) chloride were heated, with stirring, at 160° C. in a reaction vessel equipped with a stirrer, an internal thermometer and a descending condenser. Over the entire reaction time of 5 hours, a stream of nitrogen (90 liters/hour) was passed continuously through the reaction vessel. Subsequent working up of the reaction mixture by distillation gave 462 parts of 4,4-dimethoxy-3-methyl-crotyl acetate, corresponding to a yield of 81.9% of theory.

Workup

  1. customequipped with a stirrer
  2. customOver the entire reaction time of 5 hours
  3. distillationSubsequent working up of the reaction mixture by distillation

Sources & evidence

ORD record
ord-3b42b5de86434dfb8bfbe769297eed7a
Source dataset
uspto-grants-1981_11
Patent number
US04301084

Reaction notes

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