1,1-Dimethoxy-2-methyl-2-acetoxy-but-3-ene → 4,4-Dimethoxy-3-methyl-crotyl acetate
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
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 160 °C
Procedure
564 parts of 1,1-dimethoxy-2-methyl-2-acetoxy-but-3-ene and 0.3 part of copper (I) chloride were heated, with stirring, at 160° C. in a reaction vessel equipped with a stirrer, an internal thermometer and a reflux condenser. During the reaction time of 4 hours, the reaction temperature gradually fell to 146° C. as a result of the low-boiling products formed beginning to reflux. Subsequent working up of the reaction mixture by distillation gave 422 parts of 4,4-dimethoxy-3-methyl-crotyl acetate, corresponding to a yield of 74.8% of theory.
Workup
- customequipped with a stirrer
- customDuring the reaction time of 4 hours
- customgradually fell to 146° C.
- customa result of the low-boiling products
- customformed
- temperatureto reflux
- distillationSubsequent working up of the reaction mixture by distillation
Sources & evidence
- ORD record
- ord-185d52656687445d9d3d0fd197452bab
- Source dataset
- uspto-grants-1981_11
- Patent number
- US04301084
Reaction notes
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