Triphenylphosphine → HCID 22097585, compound

HRID 862659Notes

Reaction equation

HRID 862659 reaction equation
[Cl:1][CH2:2][C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=2)[C:10]2[C:5](=[CH:6][C:7]([O:31][CH2:32][CH3:33])=[C:8]([O:28][CH2:29][CH3:30])[CH:9]=2)[N:4]=1.[C:34]1([P:40]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>C1(C)C=CC=CC=1>[Cl-:1].[CH2:29]([O:28][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][C:7]=1[O:31][CH2:32][CH3:33])[N:4]=[C:3]([CH2:2][P+:40]([C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]2[C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=1)[CH3:30]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 10838237HCID 10838237, compound

Product 1

HCID 22097585HCID 22097585, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of ethyl 2-chloromethyl-6,7-diethoxy-4-(3,4-dimethoxyphenyl)quinoline-3-carboxylate (7.1 g), triphenylphosphine (3.9 g) and toluene (70 ml) was stirred under reflux for 2 hours. After cooling, the resulting solid was collected by filtration to give [6,7-diethoxy-4-(3,4-dimethoxyphenyl)-3-ethoxycarbonylquinolin-2-yl]methyl-triphenylphosphonium chloride (9.6 g, 87%). mp. 172°-174° C. (decomposition).

Workup

  1. temperatureunder reflux for 2 hours
  2. temperatureAfter cooling
  3. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-a2bfdbc1164b4452b177f2ffdaac4ecc
Source dataset
uspto-grants-1998_02
Patent number
US05719157

Reaction notes

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