Aluminium lithium hydride → HCID 12878344, compound

HRID 224435Notes

Reaction equation

HRID 224435 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].C[O:8][C:9](=O)[CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[C:17]([Cl:19])[C:16]([CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:15][C:14]=1[O:26][CH3:27]>O1CCCC1>[Cl:19][C:17]1[C:16]([CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]2)=[CH:15][C:14]([O:26][CH3:27])=[C:13]([CH2:12][CH2:11][CH2:10][CH2:9][OH:8])[CH:18]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 54309479HCID 54309479, compound

Product 1

HCID 12878344HCID 12878344, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4 g of LiAlH4 are added in portions at 0° with stirring, and in an inert gas atmosphere, to 8.6 g of 4-(5-chloro-4-cyclohexyl-2-methoxyphenyl)-butyric acid methylester in 300 ml of anhydrous tetrahydrofuran. After 24 hours at 20°, the mixture is poured onto icecold NH4CL solution. The mixture is then acidified to pH=3 and extracted three times with ethyl acetate. The organic phases are washed once with water, dried over Na2SO4 and concentrated. The residue is distilled at 170°/0.5 mm.

Workup

  1. additionthe mixture is poured onto icecold NH4CL solution
  2. extractionextracted three times with ethyl acetate
  3. washThe organic phases are washed once with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. distillationThe residue is distilled at 170°/0.5 mm

Sources & evidence

ORD record
ord-38c1afc53aa34088bd8b18b441e28764
Source dataset
uspto-grants-1980_11
Patent number
US04232039

Reaction notes

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