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

HRID 1448884Notes

Reaction equation

HRID 1448884 reaction equation
C([O-])(=[O:3])C.[Na+].[CH3:6][C:7]1[CH2:12][CH2:11][CH2:10][C:9]([CH3:14])([CH3:13])[C:8]=1[CH:15]([OH:19])[CH:16]=[CH:17][CH3:18].C(Cl)Cl>O>[CH3:6][C:7]12[O:3][C:8]1([CH:15]([OH:19])/[CH:16]=[CH:17]/[CH3:18])[C:9]([CH3:13])([CH3:14])[CH2:10][CH2:11][CH2:12]2

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 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 % percetic 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-e274718e62624e5fb45a542f8b573441
Source dataset
uspto-grants-1980_02
Patent number
US04187863

Reaction notes

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