Hydrogen Peroxide → HCID 178429771, compound

HRID 1419810Notes

Reaction equation

HRID 1419810 reaction equation
[CH3:1][C:2]1([CH:5]2[CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]2)[CH2:4][CH2:3]1.CCC(C)[BH-](C(C)CC)C(C)CC.[Li+].[OH-].[Na+].OO>C1COCC1.C(O)C.O>[CH3:1][C:2]1([C@@H:5]2[CH2:10][CH2:9][C@H:8]([OH:11])[CH2:7][CH2:6]2)[CH2:3][CH2:4]1

Participants

8

Reactant 4

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 3611392Lithium tri-s-butylborohydrideHCID 541016014-(1-Methylcyclopropyl)cyclohexanone

Product 1

HCID 178429771HCID 178429771, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4.0 g (26.3 mmol) of 4-(1-methylcyclopropyl)cyclohexanone in 30 ml of THF was added dropwise at -78° C. to 5.5 g (29.0 mmol) of L-Selectride (1M in THF) and the mixture was subsequently stirred for 3 hours. It was then heated to room temperature, and 4 ml of H2O, 15 ml of ethanol, 11 ml of 6N NaOH and 13 ml of 35% strength H2O2 solution were added in succession to the reaction solution. This solution was left to stand overnight and then subjected to aqueous workup. Extraction was carried out with methylene chloride, and the extract was dried and concentrated. 3.4 g (86% of theory) were obtained of a colorless crystal powder, m.p.: 56° to 57° C.

Workup

  1. waitThis solution was left
  2. waitto stand overnight
  3. extractionExtraction
  4. customthe extract was dried
  5. concentrationconcentrated
  6. custom3.4 g (86% of theory) were obtained of a colorless crystal powder, m.p.: 56° to 57° C.

Sources & evidence

ORD record
ord-52ab13d1969b4553b3185ba39d940fd3
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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