Potassium Hydroxide → 3-(2-Ethylhexanoyloxy)-5,5-dimethyl-2-(2',5'-dimethylphenyl)-2-cyclohexenone

HRID 542674

반응식

HRID 542674 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH:9]1[C:14](=[O:15])[CH2:13][C:12]([CH3:17])([CH3:16])[CH2:11][C:10]1=[O:18].[OH-].[K+].[CH2:21]([CH:23]([CH2:27][CH2:28][CH2:29][CH3:30])[C:24](Cl)=[O:25])[CH3:22]>C1C=CC=CC=1.C1CC2OCCOCCOC3C(OCCOCCOC2CC1)CCCC3.CCOCC>[CH2:21]([CH:23]([CH2:27][CH2:28][CH2:29][CH3:30])[C:24]([O:18][C:10]1[CH2:11][C:12]([CH3:16])([CH3:17])[CH2:13][C:14](=[O:15])[C:9]=1[C:3]1[CH:4]=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=1[CH3:1])=[O:25])[CH3:22]

참가 물질

7

반응물 3

HCID 14797Potassium HydroxideHCID 791032-Ethylhexanoyl chlorideHCID 128766022-(2',5'-Dimethylphenyl)-5,5-dimethyl-1,3-cyclohexanedione

생성물 1

HCID 202065103-(2-Ethylhexanoyloxy)-5,5-dimethyl-2-(2',5'-dimethylphenyl)-2-cyclohexenone수율 92.3%

시약·촉매·용매 3

HCID 85955Dicyclohexano-18-crown-6촉매HCID 241Benzene용매HCID 3283Diethyl Ether용매

실험 절차

A suspension of 1.50 g (6.14 mmol) of 2-(2',5'-dimethylphenyl)-5,5-dimethyl-1,3-cyclohexanedione in 15 ml of dry benzene was prepared and 0.49 g (7.37 mmol) of 85% powdered potassium hydroxide was added, followed by 1 drop of dicyclohexyl-18-crown-6-ether. After stirring for 30 minutes, 1.20 g (7.37 mmol) of 2-ethyl-hexanoyl chloride was added, and the reaction mixture refluxed for 12 hours. The reaction mixture was cooled to room temperature, taken up in 150 ml ether and 50 ml of water, washed three times with 0.25N NaOH, two times with water, two times with 6N HCl, and once more with water. The ether solution was dried and stripped to leave 2.10 g (92% yield) of 3-(2-ethylhexanoyloxy)-5,5-dimethyl-2-(2',5'-dimethylphenyl)-2-cyclohexenone as a clear, colorless oil.

후처리

  1. customwas prepared
  2. additionwas added
  3. temperaturethe reaction mixture refluxed for 12 hours
  4. wash50 ml of water, washed three times with 0.25N NaOH, two times with water, two times with 6N HCl
  5. dry with materialThe ether solution was dried

출처 및 근거

ORD 기록
ord-a7e0094617524557a994ca1e9ca6ffbf
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659372

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