HCID 86738057, compound → HCID 86738058, compound

HRID 848621Notes

Reaction equation

HRID 848621 reaction equation
[CH2:1]([OH:10])/[CH:2]=[CH:3]/[CH2:4][CH:5]=[CH:6][CH2:7][CH2:8][CH3:9]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1](=[O:10])/[CH:2]=[CH:3]/[CH2:4][CH:5]=[CH:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 1

HCID 86738057HCID 86738057, compound

Product 1

HCID 86738058HCID 86738058, compoundYield 47.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent2×

Procedure

To a solution of trans, trans-2,5-nonadien-1-ol (15 g) in chloroform (1500 ml) was added manganese dioxide (150 g). The reaction mixture was stirred for 20 hours at ambient temperature and then filtered. The filtrate was concentrated under reduced pressure to give a yellowish oily residue, which was subjected to a column chromatography on silicagel (developing solvent: chloroform). The fraction containing object compound was concentrated under reduced pressure to give colorless oily trans, trans-2,5-nonadienal (7 g).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customto give a yellowish oily residue, which
  4. additionThe fraction containing object compound
  5. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-a0f518b2d27c47e7a883fda0b75f3bb7
Source dataset
uspto-grants-1981_10
Patent number
US04297096

Reaction notes

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