Aluminium lithium hydride → HCID 68314438, compound

HRID 76216Notes

Reaction equation

HRID 76216 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:14][C:15]#[N:16])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:14][CH2:15][NH2:16])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 683143362-[4-(4-Fluorophenyl)oxan-4-yl]acetonitrile

Product 1

HCID 68314438HCID 68314438, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2-[4-(4-fluorophenyl)oxan-4-yl]acetonitrile (450 mg, 2.05 mmol) in anhydrous ether (15 ml) at 0° C. was added dropwise LAH (1.0 M in Et2O, 4.1 ml, 4.11 mmol). After 2 h the reaction was quenched with 1 ml H2O, 0.1 ml 15% NaOH and then 1 ml H2O. The reaction mixture was extracted with Et2O (3×20 ml), dried over NA2SO4 and concentrated to give 2-[4-(4-fluorophenyl)oxan-4-yl]ethan-1-amine as an yellow oil, which used without further purification (450 mg, 94%, m/z: 223.1 [M+H]+ observed).

Workup

  1. customAfter 2 h the reaction was quenched with 1 ml H2O, 0.1 ml 15% NaOH
  2. extractionThe reaction mixture was extracted with Et2O (3×20 ml)
  3. customdried over NA2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1c5f808da79b44b7a8e50c382225df70
Source dataset
uspto-grants-2014_09
Patent number
US08835488B2

Reaction notes

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