Formic Acid → 2-(4-Propylphenyl)cyclohexan-1-one

HRID 342351Notes

Reaction equation

HRID 342351 reaction equation
[CH:1]([OH:3])=O.C1CO[C:6]2([CH2:11]C[CH:9]([C:12]3[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH3:20])=[CH:14][CH:13]=3)[CH2:8][CH2:7]2)O1>O>[CH2:18]([C:15]1[CH:14]=[CH:13][C:12]([CH:9]2[CH2:8][CH2:7][CH2:6][CH2:11][C:1]2=[O:3])=[CH:17][CH:16]=1)[CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 675897228-(4-Propylphenyl)-1,4-dioxaspiro[4.5]decane

Product 1

HCID 628017502-(4-Propylphenyl)cyclohexan-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 300 ml of formic acid (99%) was put 84 g of the 1,1-ethylenedioxy-4-(4-n-propylphenyl)cyclohexane mentioned above, and stirred under a reflux for 2 hours. After cooled, the reaction solution was added to 500 ml of water and extracted with 500 ml of ethyl acetate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain 65.6 g of 4-n-propylphenylcyclohexanone.

Workup

  1. temperaturea reflux for 2 hours
  2. temperatureAfter cooled
  3. extractionextracted with 500 ml of ethyl acetate
  4. washOrganic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under a reduced pressure

Sources & evidence

ORD record
ord-604b81e3d4d54b25821854167e42729b
Source dataset
uspto-grants-1999_01
Patent number
US05858275

Reaction notes

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