Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 11066125, compound

HRID 2232833Notes

Reaction equation

HRID 2232833 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[C:9](/[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:10]\[CH:11]=O)=[CH:5][CH:4]=1.[C:18]([CH:22]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:20][CH3:21])=[O:19]>C(Cl)(Cl)(Cl)Cl>[CH3:21][O:20][C:18](=[O:19])/[CH:22]=[CH:11]/[CH:10]=[C:9](/[C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)\[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 14547238HCID 14547238, compound

Product 1

HCID 11066125HCID 11066125, compoundYield 52.7%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

As described in Example 99, (Z)-3-(4-methoxyphenyl)-2-octenal (5.5 g) was treated with (carbomethoxymethylene)triphenylphosphorane (8.7 g) in carbon tetrachloride (55 mL) for 4 days at room temperature. The mixture was isolated in the usual way and purified by HPLC (ether-hexane; 3:17) to afford 3.6 g of (2E,4E)-5-(4-methoxyphenyl)-2,4-decadienoic acid methyl ester as an oil.

Workup

  1. customThe mixture was isolated in the usual way
  2. custompurified by HPLC (ether-hexane; 3:17)

Sources & evidence

ORD record
ord-2a5385f28c974c79b57a5fd9d85dce35
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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