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

HRID 1155268Notes

Reaction equation

[CH3:1][O:2][CH:3]([O:12][CH3:13])[C:4]([CH3:11])(OC(=O)C)[CH:5]=[CH2:6]>C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[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

Conditions

Temperature: 152 °C

Procedure

1,800 parts of 1,1-dimethoxy-2-methyl-2-acetoxy-but-3-ene together with 3.6 parts of copper (II) acetate were heated, with stirring, for 12 hours at 152° C. in the reaction vessel described under (A). The low-boiling products formed distilled off continuously over the entire reaction period. Subsequent working up of the reaction mixture by distillation gave 1,278 parts of 4,4-dimethoxy-3-methyl-crotyl acetate, corresponding to a yield of 71% of theory.

Workup

customThe low-boiling products formed
distillationdistilled off continuously over the entire reaction period
distillationSubsequent working up of the reaction mixture by distillation

Sources & evidence

ORD record: ord-6ba7073419814f9cbe4e0f4555def06d
Source dataset: uspto-grants-1981_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04301084

Reaction notes

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