Dichloromethane → Trans-2,6,6-trimethyl-1-[1-hydroxy-2-butenyl]-1,2-epoxycyclohexane

HRID 903300Notes

Reaction equation

HRID 903300 reaction equation
C(OO)(=[O:3])C.C([O-])(=O)C.[Na+].[CH3:11][C:12]1[CH2:17][CH2:16][CH2:15][C:14]([CH3:19])([CH3:18])[C:13]=1[CH:20]([OH:24])[CH:21]=[CH:22][CH3:23].C(Cl)Cl>O>[CH3:11][C:12]12[O:3][C:13]1([CH:20]([OH:24])/[CH:21]=[CH:22]/[CH3:23])[C:14]([CH3:18])([CH3:19])[CH2:15][CH2:16][CH2:17]2

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6585Peracetic AcidHCID 517045Sodium Acetate2×HCID 536464452,6,6-Trimethyl-1-[1-hydroxy-2-butenyl]-1-cyclohexene

Product 1

HCID 23338018Trans-2,6,6-trimethyl-1-[1-hydroxy-2-butenyl]-1,2-epoxycyclohexane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

21 g. of 40% peracetic acid and 0.6 g. of sodium acetate were added under nitrogen to a suspension of 2,6,6-trimethyl-1-[1-hydroxy-2-butenyl]-1-cyclohexene (19.4 g.) and 12 g. of sodium acetate in 35 ml. of CH2Cl2 at 20°. The reaction mixture was left 2 more hours with stirring and it was then poured into 250 ml. of water.

Workup

  1. customat 20°
  2. waitThe reaction mixture was left 2 more hours
  3. additionit was then poured into 250 ml

Sources & evidence

ORD record
ord-c84ef4f9ac44445fb2b18c1dc9419921
Source dataset
uspto-grants-1980_10
Patent number
US04226892

Reaction notes

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