Hydrogen Peroxide → HCID 178448129, 화합물

HRID 1419804노트

반응식

HRID 1419804 반응식
[C:1]([CH:4]1[CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]1)([CH3:3])=[CH2:2].CCC(C)[BH-](C(C)CC)C(C)CC.[Li+].[OH-].[Na+].OO>C1COCC1.C(Cl)Cl.O.C(O)C>[C:1]([C@@H:4]1[CH2:9][CH2:8][C@H:7]([OH:10])[CH2:6][CH2:5]1)([CH3:3])=[CH2:2]

참가 물질

9

반응물 4

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 5492914-(1-Methylethenyl)cyclohexanoneHCID 3611392Lithium tri-s-butylborohydride

생성물 1

HCID 178448129HCID 178448129, 화합물

시약·촉매·용매 4

HCID 702Ethanol용매HCID 962Water용매2회HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매2회

실험 절차

4.7 g (0.034 mol) of 4-isopropenylcyclohexanone dissolved in 35 ml of THF were added dropwise to 39 ml of a 1 molar solution at -78° C. of L-Selectride in THF. The mixture was subsequently stirred at -78° for 3 hours and then heated to room temperature, and 5 ml of H2O, 20 ml of ethanol, 15 ml of 6N NaOH and 17 ml of 35% strength H2O2 solution were added in succession. Water was added to the reaction solution, and extraction was carried out with methylene chloride. The combined methylene chloride phases are dried and concentrated. 37 g (78% of theory) of product remained as a colorless oil. The cis/trans mixture produced (>90% cis) was reacted further without additional purification.

후처리

  1. dry with materialThe combined methylene chloride phases are dried
  2. concentrationconcentrated
  3. customThe cis/trans mixture produced (>90% cis)
  4. customwas reacted further without additional purification

출처 및 근거

ORD 기록
ord-348d230a333249368bd280ef1e33afb5
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05889012

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