Aluminium lithium hydride → HCID 59772998, compound

HRID 2220701Notes

Reaction equation

HRID 2220701 reaction equation
[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][CH2:8][CH2:9][C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]2[CH3:18])=O)[CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[C:1]1([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][CH2:8][CH2:9][CH2:10][N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]2[CH3:18])[CH:2]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 59772989HCID 59772989, compound

Product 1

HCID 59772998HCID 59772998, compoundYield 20.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

3-(Biphenyl-3-ylamino)-1-(2-methyl-piperidin-1-yl)-propan-1-one 1 g (3.1 mmol) in 10 mL of tetrahydrofuran was added dropwise to a cold solution of lithium aluminium hydride 0.1 g (3.1 mmol) in 10 mL dry tetrahydrofuran. The mixture was stirred for 5 hour then was quenched with saturated solution of sodium sulfate. The compound was purified by silica gel chromatography using chloroform-methanol 9:1, yield to 0.2 g of compound.

Workup

  1. customthen was quenched with saturated solution of sodium sulfate
  2. customThe compound was purified by silica gel chromatography

Sources & evidence

ORD record
ord-ee2cb820ca7c47fb86d2dc248ed775dd
Source dataset
uspto-grants-2008_08
Patent number
US07417062B2

Reaction notes

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