Water → HCID 86738063, compound

HRID 848624Notes

Reaction equation

HRID 848624 reaction equation
[C:1]([O-])(=[O:10])/[CH:2]=[CH:3]/[CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH3:9].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>CCOCC>[CH2:1]([OH:10])/[CH:2]=[CH:3]/[CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 86738064HCID 86738064, compound

Product 1

HCID 86738063HCID 86738063, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of ethyl trans, trans-2,4-nonadienoate (25 g) in dry ether (250 ml) was added dropwise lithium aluminum hydride (5 g) with stirring under ice-cooling in the course of an hour. The reaction mixture was stirred for an hour at ambient temperature. To the resultant mixture was added ether containing water and then insoluble materials were removed by filtration. The organic layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give oily trans, trans-2,4-nonadien-1-ol (20 g).

Workup

  1. temperaturecooling in the course of an hour
  2. stirringThe reaction mixture was stirred for an hour at ambient temperature
  3. custominsoluble materials were 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-1b3ede8de4434b8694f4a92c777133cc
Source dataset
uspto-grants-1981_10
Patent number
US04297096

Reaction notes

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