Water → HCID 14774141, compound

HRID 345921Notes

Reaction equation

HRID 345921 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16]Cl.[C:21](=[O:24])([O-])[O-].[K+].[K+].O>CN(C=O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][O:24][C:21]1[CH:6]=[C:5]([CH:4]=[CH:3][CH:2]=1)[C:10]#[N:1]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 145017062-(3-Chloromethylphenoxy)methylquinoline

Product 1

HCID 14774141HCID 14774141, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 0.65 g (5.4 mmol) 3-hydroxybenzoinitirle, 1.5 g (5.3 mmol) of 3-(2-quinolinylmethyloxy)benzyl chloride, and 0.75 g (5.4 mmol) of potassium carbonate in 15 ml of DMF is heated at 60° C. overnight. The reaction mixture is poured into water. The precipitated product is collected on a filter and purified by dry column chromatography to give 3-[3-(2-quinolinylmethyloxy)benzyloxy]benzonitrile. (M.P. 86°-87° C.)

Workup

  1. customThe precipitated product is collected on
  2. filtrationa filter
  3. custompurified
  4. customby dry column chromatography

Sources & evidence

ORD record
ord-89ee0d7dc72243d6b82d6350355a613e
Source dataset
uspto-grants-1991_10
Patent number
US05059610

Reaction notes

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