Hydroquinone → HCID 22794219, compound

HRID 1729774Notes

Reaction equation

HRID 1729774 reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)O>ClCCCl.[O-2].[O-2].[Mn+4]>[OH:6][C@@H:5]([CH2:4][CH2:3][CH2:7][CH2:8][CH3:1])[CH2:7][CH2:8][CH2:1][C:5](=[O:6])[CH:4]=[CH2:3]

Participants

4

Reactant 1

HCID 785Hydroquinone

Product 1

HCID 22794219HCID 22794219, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 111,2-DichloroethaneSolvent

Procedure

A solution of 5.22 grams of the diol in 1,2-dichloroethane was stirred with 63 grams of manganese dioxide in the presence of 50 milligrams of hydroquinone for one hour. After filtration to remove the manganese dioxide, washing with additional dichloroethane and ether, and evaporation of the filtrate at 30°C., there was obtained 3.98 grams of optically active 7(S)-hydroxy-1-dodecen-3-one.

Workup

  1. filtrationAfter filtration
  2. customto remove the manganese dioxide
  3. washwashing with additional dichloroethane and ether, and evaporation of the filtrate at 30°C.

Sources & evidence

ORD record
ord-93894eb8cc914087abd9bd6fe726e45a
Source dataset
uspto-grants-1976_11
Patent number
US03989724

Reaction notes

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