HCID 70596364, compound → 2-(p-Biphenylyl)-2-penten-4-one

HRID 903526Notes

Reaction equation

HRID 903526 reaction equation
[C:1]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7](O)([CH3:12])[CH2:8][C:9](=[O:11])[CH3:10]>CO.O>[C:1]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7](=[CH:8][C:9](=[O:11])[CH3:10])[CH3:12]

Participants

4

Reactant 1

HCID 70596364HCID 70596364, compound

Product 1

HCID 545652342-(p-Biphenylyl)-2-penten-4-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

To a 70° C. warm solution of 104.2 g 4-(p-biphenylyl)-4-hydroxypentan-2-one in a mixture of 450 ml methanol and 80 ml water 206 g ca. 65% sulphuric acid is added dropwise and the mixture is stirred 21/2 hours at 75° C. After cooling to 25° C. the resulting solid is filtered off, washed with water, then with diluted sodium hydroxide solution, again with water, dried and then recrystallised from toluene to give the title compound, m.p. 134°-136° C.

Workup

  1. additionis added dropwise
  2. temperatureAfter cooling to 25° C. the resulting solid
  3. filtrationis filtered off
  4. washwashed with water
  5. dry with materialwith diluted sodium hydroxide solution, again with water, dried
  6. customrecrystallised from toluene

Sources & evidence

ORD record
ord-17212dc0cefb4574add172e9b68bccb9
Source dataset
uspto-grants-1980_10
Patent number
US04228105

Reaction notes

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