Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 58683735, compound

HRID 1991060Notes

Reaction equation

HRID 1991060 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][C:5]=1[CH:14]=O)([O-:3])=[O:2].[CH3:16][O:17][C:18]([CH:20]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:19]>C1(C)C=CC=CC=1>[CH3:16][O:17][C:18](=[O:19])/[CH:20]=[CH:14]/[C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:4]=1[N+:1]([O-:3])=[O:2])[N:11]=[CH:10][CH:9]=[CH:8]2

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 58683693HCID 58683693, compound

Product 1

HCID 58683735HCID 58683735, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7-Nitroquinoline-6-carbaldehyde (370 mg; 1.83 mmol) in toluene (10 ml) was treated with (methoxycarbonylmethylen)triphenylphosphoran (672 mg; 2.0 mmol) for 1 h at reflux temperature. The pure title compound crystallised after cooling the reaction mixture and adding TBME (470 mg; 78%).

Workup

  1. temperatureat reflux temperature
  2. customThe pure title compound crystallised
  3. temperatureafter cooling the reaction mixture
  4. additionadding TBME (470 mg; 78%)

Sources & evidence

ORD record
ord-9b6a56301a2c49a495d7167d430edec3
Source dataset
uspto-grants-2010_01
Patent number
US07645760B2

Reaction notes

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