Hydride → HCID 131717922, compound

HRID 249353Notes

Reaction equation

HRID 249353 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]1[O:20][C:10]2[CH:11]=[CH:12][C:13]3[C:14]([C:17]([OH:19])=O)=[CH:15][C:16]=3[C:9]=2[O:8]1.[H-]>C(OCC)C>[OH:19][CH2:17][CH:14]1[C:9]23[O:8][CH2:7][O:20][C:10]2=[CH:11][CH:12]=[CH:13][CH:16]3[CH2:15]1

Participants

5

Reactant 3

HCID 166653HydrideHCID 19761282HCID 19761282, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 131717922HCID 131717922, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Under a nitrogen atmosphere, 7.4 g of lithium aluminium hydride are added to 100 ml of diethyl ether and then 15 g of the compound prepared in Stage F, dissolved in 300 ml of diethyl ether, are added dropwise thereto. When the addition is complete, the mixture is refluxed for 3 hours. The excess hydride is hydrolysed, the mixture is filtered, the residue is washed several times with diethyl ether and the filtrate and washings are concentrated. The alcohol is obtained in the form of an oil.

Workup

  1. additionare added dropwise
  2. additionWhen the addition
  3. temperaturethe mixture is refluxed for 3 hours
  4. filtrationthe mixture is filtered
  5. washthe residue is washed several times with diethyl ether
  6. concentrationthe filtrate and washings are concentrated

Sources & evidence

ORD record
ord-8e2a42e2510d49e98f33eca5f54fcbbb
Source dataset
uspto-grants-1993_05
Patent number
US05214055

Reaction notes

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