Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 14580075, compound

HRID 358950Notes

Reaction equation

HRID 358950 reaction equation
[C:1]([O:4][C:5]1[C:10]([CH3:11])=[C:9]([CH3:12])[C:8]([O:13][C:14](=[O:16])[CH3:15])=[C:7]([CH3:17])[C:6]=1[CH2:18][CH:19]=O)(=[O:3])[CH3:2].[C:21]([CH:26]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:23][CH2:24][CH3:25])=[O:22]>>[C:1]([O:4][C:5]1[C:10]([CH3:11])=[C:9]([CH3:12])[C:8]([O:13][C:14](=[O:16])[CH3:15])=[C:7]([CH3:17])[C:6]=1[CH2:18]/[CH:19]=[CH:26]/[C:21]([O:23][CH2:24][CH3:25])=[O:22])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 12824045HCID 12824045, compound

Product 1

HCID 14580075HCID 14580075, compound

Procedure

In the first step a condensation according to Wittig is carried out between 2,5-diacetyloxy-3,4,6-trimethylphenylacetaldehyde and carboethoxymethylentriphenylphosphorane, dissolving the two compounds in a suitable organic solvent under stirring, bringing then the solution to boil and refluxing it for a sufficiently long time. By evaporation of the solvent, ethyl trans-4-(2,5-diacetyloxy-3,4,6-trimethylphenyl)-2-butenoate is obtained, which is crystallized by a suitable solvent.

Workup

  1. dissolutiondissolving the two compounds in a suitable organic solvent
  2. temperaturerefluxing it for a sufficiently long time
  3. customBy evaporation of the solvent

Sources & evidence

ORD record
ord-5a10daaef3054cbeb4a6f20429de0033
Source dataset
uspto-grants-1991_03
Patent number
US04999350

Reaction notes

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