Water → HCID 86738067, compound

HRID 848626Notes

Reaction equation

HRID 848626 reaction equation
[C:1]([O-])(=[O:12])/[CH:2]=[CH:3]/[CH:4]=[CH:5][CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH3:11].[Li].[H-].O>CCOCC>[CH2:1]([OH:12])/[CH:2]=[CH:3]/[CH:4]=[CH:5][CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

6

Reactant 4

HCID 962WaterHCID 166653HydrideHCID 3028194LithiumHCID 86738068HCID 86738068, compound

Product 1

HCID 86738067HCID 86738067, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of ethyl trans, trans, trans-2,4,6-undecatrienoate (12 g) in dry ether (300 ml) was added little by little, lithium alminum hydride (1.6 g) with stirring under ice-cooling in the course of 30 minutes and then the mixture was stirred for 30 minutes at ambient temperature. To the resultant mixture was added ether containing water and then insoluble materials was removed by filtration. The filtrate was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give oily trans, trans, trans-2,4,6-undecatrien-1-ol (7.2 g).

Workup

  1. temperaturecooling in the course of 30 minutes
  2. stirringthe mixture was stirred for 30 minutes at ambient temperature
  3. custominsoluble materials was removed by filtration
  4. washThe filtrate was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f905140e0f1c4bf1a83153a9509b7467
Source dataset
uspto-grants-1981_10
Patent number
US04297096

Reaction notes

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