Benzaldehyde → (S)-2-(Benzylideneamino)-3-methylbutan-1-ol

HRID 2274535Notes

Reaction equation

HRID 2274535 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:9][C@H:10]([CH2:14][OH:15])[CH:11]([CH3:13])[CH3:12]>C1(C)C=CC=CC=1>[CH3:12][CH:11]([CH3:13])[C@H:10]([N:9]=[CH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:14][OH:15]

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 640993L-Valinol

Product 1

HCID 10726389(S)-2-(Benzylideneamino)-3-methylbutan-1-ol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.64 ml (2.78 g, 26.16 mmol) of benzaldehyde were added to a stirred solution of 2.57 g (24.91 mmol) of L-valinol in 28 ml of toluene, and the mixture was heated under reflux with a water trap for one hour. Cooling was followed by concentration and recrystallization from heptane. The colorless solid was filtered off with suction and dried under reduced pressure (3.74 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux with a water trap for one hour
  3. temperatureCooling
  4. concentrationwas followed by concentration and recrystallization from heptane
  5. filtrationThe colorless solid was filtered off with suction
  6. customdried under reduced pressure (3.74 g)

Sources & evidence

ORD record
ord-64a29065e9684ea6ac58f0eb52b163e6
Source dataset
uspto-grants-2015_09
Patent number
US09126955B2

Reaction notes

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