tert-Butyl hydroperoxide → HCID 20222591, compound

HRID 979753Notes

Reaction equation

HRID 979753 reaction equation
[CH3:1][C:2]1([CH3:14])[C:10]2[CH2:9][CH:8]=[C:7]([CH3:11])[CH2:6][C:5]=2[C:4]([CH3:13])([CH3:12])[CH2:3]1.P([O-])([O-])(O)=[O:16].[Na+].[Na+].C(OO)(C)(C)C>ClCCCl.[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Mo]>[O:16]1[CH:8]2[C:7]1([CH3:11])[CH2:6][C:5]1[C:4]([CH3:13])([CH3:12])[CH2:3][C:2]([CH3:14])([CH3:1])[C:10]=1[CH2:9]2

Participants

6

Reactant 3

HCID 6410tert-Butyl hydroperoxideHCID 24203Sodium Phosphate, DibasicHCID 20222599HCID 20222599, compound

Product 1

HCID 20222591HCID 20222591, compoundYield 57.2%

Reagents, catalysts & solvents 2

HCID 98885Molybdenum carbonyl (Mo(CO)6)CatalystHCID 111,2-DichloroethaneSolvent

Procedure

44.5 g of a hydrocarbon mixture containing (according to GC) about 85.4% of 1,1,3,3,5-pentamethyl-4,7-dihydroindane (IIc) are dissolved in 200 ml of 1,2-dichloroethane and treated in accordance with method C described in Example 1 with 0.53 g of molybdenum hexacarbonyl, 0.2 g of disodium hydrogen phosphate and 140 ml of 2.85 molar tert.butyl hydroperoxide solution. After working-up and high vacuum distillation, there are obtained 23.6 g (corresponding to 57.2% yield based on IIc) of 5,6-epoxy-1,1,3,3,5-pentamethyl-4,5,6,7-tetrahydroindane with the following data:

Workup

  1. additiontreated in accordance with method C
  2. distillationhigh vacuum distillation, there

Sources & evidence

ORD record
ord-60efc498748f4e5fa3c96da18dffc343
Source dataset
uspto-grants-1987_01
Patent number
US04634548

Reaction notes

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