Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 19592450, compound

HRID 613469Notes

Reaction equation

HRID 613469 reaction equation
[CH:1]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][C:7]=2[N+:13]([O-:15])=[O:14])=O.[CH3:16][CH2:17][O:18][C:19]([CH:21]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:20]>ClCCl>[CH2:17]([O:18][C:19](/[CH:21]=[CH:1]/[C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][C:7]=2[N+:13]([O-:15])=[O:14])=[O:20])[CH3:16]

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 19592413HCID 19592413, compound

Product 1

HCID 19592450HCID 19592450, compoundYield 105.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-formyl-8-nitroquinoline (65 mg) and ethyl (triphenylphosphoranilidene)acetate (123 mg) in dichloromethane (3 ml) was stirred for 2 hours at ambient temperature. The mixture was concentrated in vacuo, and the residue was purified by column chromatography on silica gel (ethyl acetate-n-hexane) to give 3-((E)-2-ethoxycarbonylvinyl)-8-nitroquinoline (92 mg).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by column chromatography on silica gel (ethyl acetate-n-hexane)

Sources & evidence

ORD record
ord-2bac88cb33414c10b45ab7e4f36d79ed
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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