Nitrogen → 83962-01-0

HRID 1044736Notes

Reaction equation

HRID 1044736 reaction equation
N#N.[CH3:3][C:4]1([CH2:9][CH2:10][CH2:11][C:12]#[N:13])[O:8][CH2:7][CH2:6][O:5]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>CCOCC.O>[CH3:3][C:4]1([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])[O:5][CH2:6][CH2:7][O:8]1

Participants

7

Reactant 4

HCID 947NitrogenHCID 14798Sodium HydroxideHCID 155808174-(2-Methyl-1,3-dioxolan-2-yl)butanenitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 1558081883962-01-0

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent2×

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 4-(2-methyl-[1,3]dioxolan-2-yl)-butyronitrile (2.23 g, 14.4 mmol) in dry Et2O (2.5 mL) was added to a suspension of LiAlH4 (1.36 g, 35.9 mmol) in dry Et2O (50 mL). The reaction mixture was stirred at reflux for 3 h, cooled down to rt and treated with water (2 mL), 15% aq. NaOH (2 mL) and water (4 mL). The precipitate was filtered off and washed with Et2O. The filtrate was dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound as a light brown oil. LC-MS-conditions 02: tR=0.32 min; [M+H]+=160.29.

Workup

  1. temperatureat reflux for 3 h
  2. filtrationThe precipitate was filtered off
  3. washwashed with Et2O
  4. dry with materialThe filtrate was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7bacf699e9294bd48091ab86dd6a6ee9
Source dataset
uspto-grants-2013_10
Patent number
US08563714B2

Reaction notes

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