4'-Hydroxyacetophenone → HCID 54073919, compound

HRID 729035Notes

Reaction equation

HRID 729035 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-Hydroxyacetophenone (0.01 mol) in ethanol (100 ml) is added dropwise to a0° 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-77f685053d0048369a4f7c16286240d0
Source dataset
uspto-grants-1991_09
Patent number
US05051427

Reaction notes

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