Aluminium lithium hydride → HCID 178420227, compound

HRID 485385Notes

Reaction equation

HRID 485385 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]2[N:13]=[C:12]([NH:14][C:15](=O)[CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][N:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)[CH:21]=3)[NH:11][N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCOCC1>[C:1]1([CH2:7][CH2:8][C:9]2[N:13]=[C:12]([NH:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][N:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)[CH:21]=3)[NH:11][N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 178520675HCID 178520675, compound

Product 1

HCID 178420227HCID 178420227, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of N-[3-(2-phenylethyl)-1H-1,2,4-triazol-5yl]-4-[3-(1-piperidinylmethyl)phenoxy]butanamide (0.4 g) and lithium aluminium hydride (0.33 g) in dioxan (50 ml) was heated under reflux in a nitrogen atmosphere during 12 h. The cool mixture was quenched with water (50 ml) and extracted with ethyl acetate. The combined organic extracts were evaporated and the residue was crystallized from ethyl acetate to give the title compound as a white solid (0.23 g) m.p. 146°-7° tlc System A, Rf 0.71.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux in a nitrogen atmosphere during 12 h
  3. customThe cool mixture was quenched with water (50 ml)
  4. extractionextracted with ethyl acetate
  5. customThe combined organic extracts were evaporated
  6. customthe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-a53f8124210447c481383495039ceb58
Source dataset
uspto-grants-1985_08
Patent number
US04536508

Reaction notes

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