Water → Quinoline

HRID 1392127Notes

Reaction equation

HRID 1392127 reaction equation
C([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)=O.CC1C([P+](OC(C)=O)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=CC=1.O>C1(C)C=CC=CC=1>[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[CH:12][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 796192-QuinolinecarboxaldehydeHCID 53420851Methyl(triphenylphosphoranylidene) acetate

Product 1

HCID 7047Quinoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

0.2 g (1.27 mmol) of 2-formylquinoline is dissolved in 10 ml of anhydrous toluene, in a dry round-bottomed flask equipped with a magnetic stirrer and a nitrogen inlet. 0.51 g (1.52 mmol) of methyl(triphenylphosphoranylidene) acetate is added. The reaction mixture is brought to the reflux temperature of toluene for 90 minutes, and the solution is then slowly returned to ambient temperature and hydrolyzed with 10 ml of water.

Workup

  1. customequipped with a magnetic stirrer and a nitrogen inlet

Sources & evidence

ORD record
ord-c61bee9ad7c34fa3ac98e6a0b700925a
Source dataset
uspto-grants-2008_03
Patent number
US07342026B2

Reaction notes

Loading…