Water → HCID 86738059, compound

HRID 848622Notes

Reaction equation

HRID 848622 reaction equation
[C:1]([O-])(=[O:12])/[CH:2]=[CH:3]/[CH:4]=[CH:5][CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH3:11].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>CCOCC>[CH2:1]([OH:12])/[CH:2]=[CH:3]/[CH:4]=[CH:5][CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 86738060HCID 86738060, compound

Product 1

HCID 86738059HCID 86738059, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of ethyl trans, trans, trans-2,4,7-undecatrienoate (4.7 g) in dry ether (200 ml) was added with stirring lithium aluminum hydride (1 g) under ice-cooling little by little. The mixture was stirred for an hour at the same temperature. To the resultant mixture was added ether containing water to give insoluble materials, which were removed by filtration. The organic layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give colorless oily trans, trans, trans-2,4,7-undecatrien-1-ol (3.4 g).

Workup

  1. temperaturecooling little by little
  2. customto give insoluble materials, which
  3. customwere removed by filtration
  4. washThe organic layer was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e990883f9f944e07bef2c9125d8d1b2c
Source dataset
uspto-grants-1981_10
Patent number
US04297096

Reaction notes

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