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

HRID 905143

反応式

HRID 905143 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 85955Dicyclohexano-18-crown-6触媒HCID 241Benzene溶媒HCID 3283Diethyl Ether溶媒

実験手順

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-ethylhexanoyl chloride was added, and the reaction mixture refluxed for 12 hrs. The reaction mixture was cooled to room temperature, taken up in 150 ml ether and 50 ml of water, washed three times with 0.25 N, NaOH, two times with water, two times with 6 N 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.

後処理

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

出典と根拠

ORDレコード
ord-d9aa4d897b7a423a83ed962dfc0becdd
出典データセット
uspto-grants-1983_12
特許番号
US04422870

関連ノート

読み込み中…