Ammonium Acetate → HCID 14572805, compound

HRID 1197654Notes

Reaction equation

HRID 1197654 reaction equation
[CH3:1][CH:2]([CH2:4][C:5](=O)[CH2:6][CH2:7][CH2:8][CH3:9])[CH3:3].C([BH3-])#[N:12].[Na+].C([O-])(=O)C.[NH4+]>CO>[CH3:1][CH:2]([CH2:4][CH:5]([NH2:12])[CH2:6][CH2:7][CH2:8][CH3:9])[CH3:3]

Participants

5

Reactant 3

HCID 517165Ammonium AcetateHCID 5225662-Methyl-4-octanoneHCID 5003444Sodium cyanoborohydride

Product 1

HCID 14572805HCID 14572805, compoundYield 25.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-methyloctan-4-one (6.3 g, 44 mmol), sodium cyanoborohydride (3.0 g, 48 mmol), ammonium acetate (33.9 g, 0.44 mol) and 3Å molecular sieves in dry methanol (50 ml) was stirred overnight at room temperature under argon. The solvent was removed under reduced pressure and the residue taken up in chloroform (100 ml), filtered through a pad of celite and concentrated to give 2-methyl-4-aminooctane (1.6 g, 25%) as a yellow oil.

Workup

  1. customThe solvent was removed under reduced pressure
  2. filtrationfiltered through a pad of celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-1105c647b01840ff9f634faca2a51cfb
Source dataset
uspto-grants-1994_01
Patent number
US05276153

Reaction notes

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