Aluminium lithium hydride → HCID 18070910, compound

HRID 1949042Notes

Reaction equation

HRID 1949042 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[C:10]#[N:11].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH2:10][NH2:11]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 24702676HCID 24702676, compound

Product 1

HCID 18070910HCID 18070910, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(2-Methoxy-ethoxymethyl)-benzonitrile (2.58 g, 13.5 mmol) was dissolved in 50 mL tetrahydrofuran. Lithiumaluminium hydride (660 mg, 17.5 mmol) was added portionwise at 0° C. The reaction mixture was stirred at room temperature overnight and quenched by sequential addition of 0.66 mL water, 0.66 mL 15% sodium hydroxide solution and 1.98 mL water. The solid was filtered off and the filtrate was evaporated. The title compound was obtained as a yellow liquid (2.63 g, 97%), MS: m/e=196.3 (M+H+).

Workup

  1. customquenched by sequential addition of 0.66 mL water, 0.66 mL 15% sodium hydroxide solution and 1.98 mL water
  2. filtrationThe solid was filtered off
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-424e4c9a5a97474caddf1ac880313261
Source dataset
uspto-grants-2013_03
Patent number
US08399674B2

Reaction notes

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