Triphenylphosphine → 107812-70-4

HRID 1904581Notes

Reaction equation

HRID 1904581 reaction equation
[Cl:1][CH2:2][C:3]1[NH:4][C:5]([CH3:28])=[C:6]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10].[C:29]1([P:35]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CC#N>[Cl-:1].[CH3:28][C:5]1[NH:4][C:3]([CH2:2][P+:35]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:6]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 3064723Diethyl 2-(chloromethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Product 1

HCID 3065370107812-70-4Yield 66%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-chloromethyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine (6 g) and triphenylphosphine (4 g) in CH3CN (60 ml) is heated to reflux temperature for six hours, then it is evaporated in vacuum and the residue crystallized from EtOH to give 6.5 g of [6-methyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-1,4-dihydropyridin-2-yl]methyltriphenylphosphonium chloride, m.p. 225°-227° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux temperature for six hours
  3. customit is evaporated in vacuum
  4. customthe residue crystallized from EtOH

Sources & evidence

ORD record
ord-befc34aef853493a9e299ff1aa543004
Source dataset
uspto-grants-1989_06
Patent number
US04839348

Reaction notes

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