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

HRID 477426

반응식

HRID 477426 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 3776Isopropanol용매

반응 조건

온도
5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eea22d50aed44f19ac315f7d527947c8
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04888323

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