Aluminium lithium hydride → HCID 53688163, compound

HRID 1284849Notes

Reaction equation

HRID 1284849 reaction equation
[CH:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](OC)=[O:13])=[CH:2][CH2:3][CH2:4][CH3:5].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][OH:13])=[CH:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 53795158HCID 53795158, compound

Product 1

HCID 53688163HCID 53688163, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 9.70 g of methyl 2-(1-pentenyl)benzenecarboxylate, the product of Example 11b, was added to a mixture of 1.69 g lithium aluminum hydride and 300 ml of ethyl ether with stirring. After stirring for 0.5 hour, the reaction was quenched by successive additions of 1.7 ml of H2O, 1.7 ml of 15% NaOH, and 5.1 ml of H2O. The white solid was filtered and the filtrate was concentrated to obtain a yellow oil. Distillation gave the title compound, as a mixture of cis and trans isomers, bp 91°-102°/0.025 mm Hg.

Workup

  1. stirringAfter stirring for 0.5 hour
  2. customthe reaction was quenched by successive additions of 1.7 ml of H2O, 1.7 ml of 15% NaOH, and 5.1 ml of H2O
  3. filtrationThe white solid was filtered
  4. concentrationthe filtrate was concentrated
  5. customto obtain a yellow oil
  6. distillationDistillation

Sources & evidence

ORD record
ord-faffd41f8fee4f3f9aa129ed1f35ad96
Source dataset
uspto-grants-1986_01
Patent number
US04564476

Reaction notes

Loading…