4'-Hydroxyacetophenone → HCID 54073919, compound

HRID 2073889Notes

Reaction equation

HRID 2073889 reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=[O:3].[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[CH2:21][O:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH:26]=O.[O-]CC.[Na+]>C(O)C>[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[CH2:21][O:22][C:23]1[CH:24]=[C:25]([CH:26]=[CH:1][C:2]([C:4]2[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=2)=[O:3])[CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 74694'-HydroxyacetophenoneHCID 2723922Sodium ethoxideHCID 10422857HCID 10422857, compound

Product 1

HCID 54073919HCID 54073919, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

4-Hydroxy acetophenone (0.01 mol) in ethanol (100 ml) is added dropwise to a 0° C. mixture of 3-(2-quinolinylmethyloxy)benzaldehyde (0.01 mol) and sodium ethoxide (0.00 mol) in ethanol (200 ml). The reaction mixture is allowed to thaw to ambient temperature and after several hours it is evaporated and partitioned between ethyl acetate and water. The ethyl acetate fraction is dried and evaporated to give 4-(3-(3-(2-quinolinylmethyloxy)phenyl)-1-oxo-2-propen-1-yl)-phenol.

Workup

  1. customthaw to ambient temperature
  2. customafter several hours it is evaporated
  3. custompartitioned between ethyl acetate and water
  4. dry with materialThe ethyl acetate fraction is dried
  5. customevaporated

Sources & evidence

ORD record
ord-f5681b3ed4de46879518cc0189ced915
Source dataset
uspto-grants-1990_04
Patent number
US04920133

Reaction notes

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