Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 86742578, compound

HRID 1110577Notes

Reaction equation

HRID 1110577 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[C:9](/[CH2:13][CH2:14][CH3:15])=[CH:10]/[CH:11]=O)=[CH:5][CH:4]=1.[C:16]([CH:20]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:18][CH3:19])=[O:17]>C(Cl)(Cl)(Cl)Cl.ClCCl>[CH3:19][O:18][C:16](=[O:17])/[CH:20]=[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][CH3:15]

Participants

5

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 11138197HCID 11138197, compound

Product 1

HCID 86742578HCID 86742578, compound

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6344DichloromethaneSolvent

Procedure

As described in Example 99, (E)-3-(4-methoxyphenyl)-2-hexenal (6 g) was treated with (carbomethoxymethylene)triphenylphosphorane (11 g) in carbon tetrachloride (70 mL) and dichloromethane (15 mL) for 4 days at room temperature. The ester was isolated in the normal manner to give 6.7 g of (E,E)-5-(4-methoxyphenyl)-2,4-octadienoic acid methyl ester as an oil.

Sources & evidence

ORD record
ord-6e4ca737291b4651be7809730d5113f1
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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