Ethyl Acetate → 2-Hydroxy-8-phenyloctanenitrile

HRID 445391Notes

Reaction equation

HRID 445391 reaction equation
C(OCC)(=O)C.[C:7]1([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]=[O:20])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C-:21]#[N:22].[K+]>O>[OH:20][CH:19]([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:21]#[N:22]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 9032Potassium CyanideHCID 148400647-Phenylheptanal

Product 1

HCID 539253882-Hydroxy-8-phenyloctanenitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A two-phase mixture of ethyl acetate (30 mL) and water (35 mL) containing 7-phenylheptanal (5.2 g) and KCN (7.1 g) was stirred vigorously at room temperature for 24 h. The layers were separated and the aqueous phase was washed with water, dried (Na2SO4) and concentrated to yield 2-hydroxy-8-phenyloctanenitrile as an oil.

Workup

  1. customThe layers were separated
  2. washthe aqueous phase was washed with water
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-872fdf09e61141fb83faf2e123a6fc6b
Source dataset
uspto-grants-2013_07
Patent number
US08476302B2

Reaction notes

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