HCID 18430857, compound → HCID 18430955, compound

HRID 1278603Notes

Reaction equation

HRID 1278603 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2([C:21]#[N:22])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][C:15]2([CH2:21][NH2:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 18430857HCID 18430857, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18430955HCID 18430955, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 1-[(4-benzyl-1-piperazinyl)methyl]cyclohexanecarbonitrile (3.2 g/10.8 mmol) and LAH (1.6 g/43.2 mmol) in tetrahydrofuran (100 ml) was refluxed for 3 h. After cooling down, the excess reagent was quenched with water saturated diethylether and the resulting gray suspension was stirred until the suspension turned to white suspension. The resulting suspension was filtered through a pad of Celite. The filtrate was dried over magnesium sulfate, filtered and concentrated in vacuo to give a crude (3.2 g/quant.). MS(m/z) 301(M+)

Workup

  1. temperaturewas refluxed for 3 h
  2. temperatureAfter cooling down
  3. customthe excess reagent was quenched with water saturated diethylether
  4. filtrationThe resulting suspension was filtered through a pad of Celite
  5. dry with materialThe filtrate was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto give a crude (3.2 g/quant.)

Sources & evidence

ORD record
ord-537bd7ec9a4346c08ef1ef106b4dab5b
Source dataset
uspto-grants-2002_09
Patent number
US06444677B2

Reaction notes

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