Acetic Acid → 7206-28-2

HRID 1287203Notes

Reaction equation

HRID 1287203 reaction equation
C[C:2]12[CH2:13][CH2:12][C:8]3([CH2:9][CH2:10][CH2:11]1)[C:3]2(C)[CH2:4][CH2:5][CH:6]=[C:7]3C.C(=O)([O-])[O-].[Na+].[Na+].C(O)(=O)C.C(OO)(=O)C>O.ClCCl>[CH3:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2][CH2:11][CH2:10][CH2:9][CH2:8][CH2:12][CH3:13]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 6585Peracetic AcidHCID 10340Sodium CarbonateHCID 53635312HCID 53635312, compound

Product 1

HCID 5224417206-28-2

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 20.4 g (0.1 mole) of 1,2,6-trimethyltricyclo[5,3,2,02,7 ]dodeca-5-ene and 17 g of sodium carbonate was added to 100 ml of dichloromethane, and the materils were mixed and stirred while keeping the temperature at 0° to 5°C. Then, 20.8 g (0.11 mole) of an acetic acid solution containing 40% peracetic acid was added dropwise thereto over a period of 2 hours at that temperature. The materials were stirred at that temperature for 2 hours, and further stirred at room temperature for 3 additional hours. Subsequently, 200 ml of water was added thereto, and the resulting solution was extracted twice with dichloromethane. The extract was washed with an aqueous saturated sodium chloride solution until the solution became neutral, and then dried with anhydrous sodium sulfate. Dichloromethane was then recovered by distillation, and the residue was distilled in vacuum, whereby 21 g of the fraction of Compound (II) (85°-90°C/0.03 mmHg) was obtained.

Workup

  1. additionthe materils were mixed
  2. customat 0° to 5°C
  3. additionwas added dropwise
  4. stirringThe materials were stirred at that temperature for 2 hours
  5. stirringfurther stirred at room temperature for 3 additional hours
  6. extractionthe resulting solution was extracted twice with dichloromethane
  7. washThe extract was washed with an aqueous saturated sodium chloride solution until the solution
  8. dry with materialdried with anhydrous sodium sulfate
  9. distillationDichloromethane was then recovered by distillation
  10. distillationthe residue was distilled in vacuum, whereby 21 g of the fraction of Compound (II) (85°-90°C/0.03 mmHg)
  11. customwas obtained

Sources & evidence

ORD record
ord-12d1aa470833462daae83ae1de83c725
Source dataset
uspto-grants-1976_10
Patent number
US03984355

Reaction notes

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