Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 14742790, compound

HRID 1651261Notes

Reaction equation

HRID 1651261 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[C:8]([CH:12]=O)[CH2:9]2)=[CH:5][CH:4]=1.[C:19]([CH:23]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:21][CH3:22])=[O:20]>ClCCl>[CH3:22][O:21][C:19](=[O:20])/[CH:23]=[CH:12]/[C:8]1[CH2:9][C:10]2[C:6]([C:7]=1[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:11]=2

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 14742747HCID 14742747, compound

Product 1

HCID 14742790HCID 14742790, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 111, 6-methoxy-3-pentyl-1H-2-indenecarboxaldehyde (8.5 g) and (carbomethoxymethylene)triphenylphosphorane (18.8 g) in dichloromethane (75 mL) was stirred at room temperature for 42 hours. The crude reaction product from the normal work up was purified by HPLC (diethyl ether-hexane; 1:3) to provide 6.4 g of (E)-3-(6-methoxy-3-pentyl-1H-inden-2-yl)-2-propenoic acid methyl ester as an oil.

Workup

  1. customThe crude reaction product from the normal work
  2. customup was purified by HPLC (diethyl ether-hexane; 1:3)

Sources & evidence

ORD record
ord-7523b25278be420eb3d43a06afb217e2
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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