Acetic Acid → HCID 67944782, compound

HRID 978155Notes

Reaction equation

HRID 978155 reaction equation
[CH2:1]([C:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17]O.C=O.N1C[CH2:25][CH2:24][CH2:23][CH2:22]1.[C:27](O)(=O)[CH3:28]>>[C:28]1([C:7]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[C:1](=[CH2:17])[C:8]([C:10]2[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=2)=[O:9])[CH:27]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

6

Reactant 5

HCID 176Acetic AcidHCID 712FormaldehydeHCID 887MethanolHCID 8082PiperidineHCID 2338404'-Chloro-2-phenylacetophenone

Product 1

HCID 67944782HCID 67944782, compound

Procedure

In a 1000 ml round bottomed flask equipped with a reflux condensor was placed 100 g 4-chlorophenyl benzyl ketone (0.43 mole), 400 ml of methanol, 50 ml of 37% formalin (0.67 mole), 5 g of piperidine, and 5 g of acetic acid. The resulting mixture was refluxed for 2 hours, concentrated in vacuo, partitioned between ethyl ether and water, washed with water, dried over anhydrous magnesium sulfate and concentrated in vacuo to yield 98 g of 2-phenyl 4'-chlorophenyl acrylophenone, an oil.

Workup

  1. customIn a 1000 ml round bottomed flask equipped with a reflux condensor
  2. temperatureThe resulting mixture was refluxed for 2 hours
  3. concentrationconcentrated in vacuo
  4. custompartitioned between ethyl ether and water
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-98b09882471c49e9b655926a52f14822
Source dataset
uspto-grants-1987_05
Patent number
US04663341

Reaction notes

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