Sodium Carbonate → Cyclohexanone, 2,4-bis(1,1-dimethylethyl)-

HRID 477426

反応式

HRID 477426 の反応式
[C:1]([CH:5]1[CH2:10][CH:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:8][CH2:7][CH:6]1[OH:15])([CH3:4])([CH3:3])[CH3:2].CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O.C(O)(C)C>[C:1]([CH:5]1[CH2:10][CH:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:8][CH2:7][C:6]1=[O:15])([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 5460322,4-DI-Tert-butylcyclohexanolHCID 131709961Jones' reagent

生成物 1

HCID 114442Cyclohexanone, 2,4-bis(1,1-dimethylethyl)-収率 100.2%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒2 回HCID 3776Isopropanol溶媒

反応条件

温度
5 °C

実験手順

200 g (0.944 mole) of the 2,4-di-tert-butylcyclohexanol as prepared in Synthetic Example 2 and 2 l of acetone were introduced into a 3 l reactor. Then 320 g of a Jones reagent was added dropwise thereto under ice-cooling at 5° C. over 1.5 hour. After completion of the reaction, isopropyl alcohol was added to the reaction mixture until the brown color of the excessive reagent disappeared. Then the reaction mixture was allowed to stand. After separating the acetone reaction solution, the acetone solution was neutralized with sodium carbonate. Then the solution was filtered and the acetone was distilled off under reduced pressure to give 199 g of crude 2,4 di-tert butylcyclohexanone. This product had a cis/trans ratio of 92/8. It was subjected to precision distillation in a Helipack packing column of a number of theoretical plates of 5 to give 160 g of 2,4 di-tert-butyl cyclohexanone (b.p.: 93.5 to 94° C./3 mm Hg). The cis/trans ratio of this product was 94/6.

後処理

  1. additionwere introduced into a 3 l reactor
  2. additionwas added to the reaction mixture until the brown color of the excessive reagent
  3. customAfter separating
  4. customthe acetone reaction solution
  5. filtrationThen the solution was filtered
  6. distillationthe acetone was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-eea22d50aed44f19ac315f7d527947c8
出典データセット
uspto-grants-1989_12
特許番号
US04888323

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