Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 53694640, compound

HRID 1973554Notes

Reaction equation

HRID 1973554 reaction equation
[CH3:1][C:2]1([CH2:7][CH2:8][CH2:9][N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([CH:19]=O)=[CH:11]2)[O:6][CH2:5][CH2:4][O:3]1.[C:21]([CH:26]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:23][CH2:24][CH3:25])=[O:22]>C1(C)C=CC=CC=1>[CH2:24]([O:23][C:21](=[O:22])[CH:26]=[CH:19][C:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:10]([CH2:9][CH2:8][CH2:7][C:2]2([CH3:1])[O:3][CH2:4][CH2:5][O:6]2)[CH:11]=1)[CH3:25]

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 54364322HCID 54364322, compound

Product 1

HCID 53694640HCID 53694640, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 27.3 g of 1-[3-(2-methyl-2-dioxolanyl)propyl]-3-indolecarboxaldehyde (0.1 mole) and 40 g. (0.11 mole) of carbethoxymethylene triphenylphosphorane in 400 ml. of toluene is heated at reflux overnight. The resulting cold solution is filtered through a Silica gel column to remove the inorganic material to give 1-[3-(2-methyl-2-dioxolanyl)propyl]-3-indoleacrylic acid ethyl ester, m.p. 61°-62° C.

Workup

  1. temperatureat reflux overnight
  2. filtrationThe resulting cold solution is filtered through a Silica gel column
  3. customto remove the inorganic material

Sources & evidence

ORD record
ord-e88fbae26f254277a7c58c3ae174f09e
Source dataset
uspto-grants-1976_12
Patent number
US03997670

Reaction notes

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