Triethyl phosphonoacetate → Ethyl 11-ethoxy-3,7,11-trimethyldodeca-2,4-dienoate

HRID 918327Notes

Reaction equation

HRID 918327 reaction equation
[CH2:1](OC(C)(C)CCCC(C)CC=CC(=O)C)C.[CH2:18]([O:20][C:21]([CH3:38])([CH3:37])[CH2:22][CH2:23][CH2:24][CH:25]([CH3:36])[CH2:26][CH:27]=[CH:28][C:29]([CH3:35])=[CH:30][C:31]([O:33][CH3:34])=[O:32])[CH3:19].C(CP(=O)(OCC)OCC)(OCC)=O>>[CH2:18]([O:20][C:21]([CH3:37])([CH3:38])[CH2:22][CH2:23][CH2:24][CH:25]([CH3:36])[CH2:26][CH:27]=[CH:28][C:29]([CH3:35])=[CH:30][C:31]([O:33][CH2:34][CH3:1])=[O:32])[CH3:19]

Participants

4

Reactant 3

HCID 13345Triethyl phosphonoacetateHCID 5375466210-Ethoxy-6,10-dimethylundec-3-en-2-one2×HCID 54156078Methyl 11-ethoxy-3,7,11-trimethyldodeca-2,4-dienoate

Product 1

HCID 53878158Ethyl 11-ethoxy-3,7,11-trimethyldodeca-2,4-dienoate

Procedure

Following the process of Example 13, 10-ethoxy-6,10-dimethylundec-3-en-2-one is converted into methyl 11-ethoxy-3,7,11-trimethyldodeca-2,4-dienoate. Reaction of 10-ethoxy-6,10-dimethylundec-3-en-2-one with the carbanion of diethyl carboethoxymethylphosphonate yields ethyl 11-ethoxy-3,7,11-trimethyldodeca-2,4-dienoate.

Sources & evidence

ORD record
ord-af3b0401a0e3456a81691d9afb3b844e
Source dataset
uspto-grants-1976_07
Patent number
US03970704

Reaction notes

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