Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 14742793, compound

HRID 1651274Notes

Reaction equation

HRID 1651274 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([CH:17]=O)[N:9]2[CH:12](CC)CC)=[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:17]/[C:8]1[N:9]([CH3:12])[C:10]2[C:6]([C:7]=1[CH2:5][CH2:4][CH2:3][CH2:11][CH3:10])=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:11]=2

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 57123942HCID 57123942, compound

Product 1

HCID 14742793HCID 14742793, compoundYield 207.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 111, 6-methoxy-1-3-pentyl-2-indolecarboxaldehyde (1.5 g) and (carbomethoxymethylene)triphenylphosphorane (2.13 g) in dichloromethane (25 mL) was stirred at room temperature for 17 hours. Work up of the reaction in the usual way afforded 2 g of (E)-3-(6-methoxy-1-methyl-3-pentylindol-2-yl)-2-propenoic acid methyl ester as an oil.

Workup

  1. customWork up of the reaction in the usual way

Sources & evidence

ORD record
ord-66699aa88f464922bc25ab7e8776ae4f
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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