2-Cyclohexen-1-one, 3,5-dimethyl-4-(3-methyl-2-buten-1-yl)- → 3,5-Dimethyl-4-(3-methyl-2-butenyl) cyclohexanone

HRID 2286141ノート

反応式

HRID 2286141 の反応式
[CH3:1][C:2]1[CH:7]([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])[CH:6]([CH3:13])[CH2:5][C:4](=[O:14])[CH:3]=1.[H][H]>[OH-].[K+].[Pd]>[CH3:1][CH:2]1[CH:7]([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])[CH:6]([CH3:13])[CH2:5][C:4](=[O:14])[CH2:3]1

参加物

5

反応物 2

HCID 936962-Cyclohexen-1-one, 3,5-dimethyl-4-(3-methyl-2-buten-1-yl)-HCID 178418361HCID 178418361、化合物

生成物 1

HCID 204692633,5-Dimethyl-4-(3-methyl-2-butenyl) cyclohexanone収率 87.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 14797Potassium Hydroxide溶媒

実験手順

A solution of 3,5-dimethyl-4-(3-methyl-2-butenyl)-2-cyclohexen-1-one (8.2 g, 0.043 mol) in 0.3 M ethanolic KOH (16 mL) was hydrogenated at room temperature and 1 atmosphere over 5% palladium on carbon (0.8 g). After uptake of 1 equivalent of hydrogen, the solution was filtered through Celite and concentrated. The residue was partitioned between hexane and water; then the hexane layer was dried (Na2SO4) and the solvent removed on a rotary evaporator. Kugelrohr distillation gave 7.3 g of 3,5-dimethyl-4-(3-methyl-2-butenyl) cyclohexanone, bp 115° C./0.5 mm.

後処理

  1. customwas hydrogenated at room temperature
  2. concentrationconcentrated
  3. customThe residue was partitioned between hexane and water
  4. dry with materialthen the hexane layer was dried (Na2SO4)
  5. customthe solvent removed on a rotary evaporator
  6. distillationKugelrohr distillation

出典と根拠

ORDレコード
ord-90c556e4443d4828b49119ceb5ec21c7
出典データセット
uspto-grants-1982_04
特許番号
US04326996

反応ノート

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