Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 13899098, compound

HRID 372039Notes

Reaction equation

HRID 372039 reaction equation
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH:5]=O)[CH3:2].C1(P(=[CH:29][C:30]([O:32][CH3:33])=[O:31])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1C=CC=CC=1>[CH3:33][O:32][C:30](=[O:31])/[CH:29]=[CH:5]/[CH:4]([O:3][CH2:1][CH3:2])[O:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 2196092,2-Diethoxyacetaldehyde

Product 1

HCID 13899098HCID 13899098, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The mixture of 10.2 g of 2,2-diethoxy acetaldehyde, 27.8 g of methyl triphenylphosphoranylidene-acetate and 130 ml of benzene is refluxed for 15 hours and evaporated. The residue is triturated with diethyl ether, filtered and the filtrate evaporated. The residue is allowed to stand overnight in the refrigerator, triturated with the minimum amount of diethyl ether, the suspension filtered, the filtrate evaporated, the residue distilled and the fraction boiling at 50°-54°/0.1 mm Hg collected, to yield the 4,4-diethoxy-crotonic acid methyl ester.

Workup

  1. temperatureis refluxed for 15 hours
  2. customevaporated
  3. customThe residue is triturated with diethyl ether
  4. filtrationfiltered
  5. customthe filtrate evaporated
  6. customtriturated with the minimum amount of diethyl ether
  7. filtrationthe suspension filtered
  8. customthe filtrate evaporated
  9. distillationthe residue distilled
  10. customthe fraction boiling at 50°-54°/0.1 mm Hg collected

Sources & evidence

ORD record
ord-a755cbc30c1241bf8fe29f0fd9b601a5
Source dataset
uspto-grants-1978_05
Patent number
US04088779

Reaction notes

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