Pyridine → 3-(2'-Ethylhexanoyloxy)-2-(2'-chlorophenyl)-5,5-dimethyl-2-cyclohexenone

HRID 65283

反応式

HRID 65283 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13](=[O:14])[CH2:12][C:11]([CH3:16])([CH3:15])[CH2:10][C:9]1=[O:17].N1C=CC=CC=1.[CH2:24]([CH:26]([CH2:30][CH2:31][CH2:32][CH3:33])[C:27](Cl)=[O:28])[CH3:25]>>[CH2:24]([CH:26]([CH2:30][CH2:31][CH2:32][CH3:33])[C:27]([O:17][C:9]1[CH2:10][C:11]([CH3:15])([CH3:16])[CH2:12][C:13](=[O:14])[C:8]=1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])=[O:28])[CH3:25]

参加物

4

反応物 3

HCID 1049PyridineHCID 791032-Ethylhexanoyl chlorideHCID 128765972-(2'-Chlorophenyl)-5,5-dimethyl-1,3-cyclohexanedione

生成物 1

HCID 132797653-(2'-Ethylhexanoyloxy)-2-(2'-chlorophenyl)-5,5-dimethyl-2-cyclohexenone収率 82%

実験手順

A solution of 1.009 (3.99 mmol) of 2-(2'-chlorophenyl)-5,5-dimethyl-1,3-cyclohexanedione and 0.03 g (8.0 mmol) of pyridine was cooled in an ice bath and stirred under N2. The 2-ethylhexanoyl chloride (0.69 g, 4.25 mmol) was added, the mixture was then allowed to warm to room temperature, stirred at room temperature for one hour and refluxed for one hour. The solvent was removed under reduced pressure and the residue taken up in ether and water. The ether was washed three times with 0.25N NaOH, three times with 10% HCl and with water. The ether was dried over anhydrous MgSO4 and decanted to give 1.23 g (82%) of 3-(2'-ethylhexanoyloxy)-2-(2'-chlorophenyl)-5,5-dimethyl-2-cyclohexenone as a clear colorless oil which was homogeneous by thin layer chromatography.

後処理

  1. stirringstirred at room temperature for one hour
  2. temperaturerefluxed for one hour
  3. customThe solvent was removed under reduced pressure
  4. washThe ether was washed three times with 0.25N NaOH, three times with 10% HCl
  5. dry with materialThe ether was dried over anhydrous MgSO4
  6. customdecanted

出典と根拠

ORDレコード
ord-49bc1db3194845758af75f7d68b40fdd
出典データセット
uspto-grants-1986_09
特許番号
US04613617

関連ノート

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