Water → HCID 66702934, compound

HRID 1642106Notes

Reaction equation

HRID 1642106 reaction equation
[C:1]1([CH:7]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:8]2[CH2:13][CH2:12][C:11](=[N:14]O)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[C:1]1([CH:7]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:8]2[CH2:9][CH2:10][CH:11]([NH2:14])[CH2:12][CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86625453HCID 86625453, compound

Product 1

HCID 66702934HCID 66702934, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 4-(phenylpiperidin-1-yl-methyl)cyclohexanone oxime (1.60 g, 5.6 mmol) in absolute tetrahydrofuran (20 ml) was added dropwise at 60° C., under argon, to a suspension of lithium aluminium hydride (425 mg, 11.2 mmol) in absolute tetrahydrofuran (50 ml), and stirring was carried out for 4 h at that temperature. After cooling, water (2 ml) and 4 N sodium hydroxide solution (0.5 ml) were added dropwise. The suspension was filtered, and the filtrate was dried over sodium sulfate and concentrated in vacuo.

Workup

  1. temperatureAfter cooling
  2. filtrationThe suspension was filtered
  3. dry with materialthe filtrate was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-426113a8f8864393b4e0901c6168089f
Source dataset
uspto-grants-2012_02
Patent number
US08119633B2

Reaction notes

Loading…