Water → Quinoline
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]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- 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
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