Water → HCID 53809870, compound

HRID 596642Notes

Reaction equation

HRID 596642 reaction equation
O.[CH3:2][C:3]([CH2:7][CH2:8][CH:9]=[C:10]([CH3:15])[CH2:11][CH:12]([CH3:14])[CH3:13])=[CH:4][CH:5]=[O:6]>[Ni].CO>[CH3:2][CH:3]([CH2:7][CH2:8][CH:9]=[C:10]([CH3:15])[CH2:11][CH:12]([CH3:14])[CH3:13])[CH2:4][CH2:5][OH:6]

Participants

5

Reactant 2

HCID 962WaterHCID 941322,6-Decadienal, 3,7,9-trimethyl-

Product 1

HCID 53809870HCID 53809870, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent2×

Procedure

5 g. of Raney nickel are suspended in 200 ml. of methanol and treated slowly with a solution of 2.5 g. of soda in 5 ml. of water. To this mixture are added 97 g. of 3,7,9-trimethyl-2,6-decadien-1-al dissolved in 0.8 liters of methanol and the resulting mixture is hydrogenated. After uptake 2 of equivalents of hydrogen, the catalyst is filtered off, rinsed with 50 ml. of methanol and the filtrate evaporated. The residue is taken up in 300 ml. of ether, washed three times with 200 ml. of water each time, dried over sodium sulphate and evaporated. By distillation there is obtained pure 3,7,9-trimethyl-6-decen-1-ol of boiling point 90° C/0.7 mm. Hg; nD25 = 1.4570.

Workup

  1. additionTo this mixture are added 97 g
  2. filtrationAfter uptake 2 of equivalents of hydrogen, the catalyst is filtered off
  3. washrinsed with 50 ml
  4. customof methanol and the filtrate evaporated
  5. washof ether, washed three times with 200 ml
  6. dry with materialof water each time, dried over sodium sulphate
  7. customevaporated
  8. distillationBy distillation there

Sources & evidence

ORD record
ord-49a094fd145a4f3da92e90c4129cd64b
Source dataset
uspto-grants-1977_03
Patent number
US04011335

Reaction notes

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