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

HRID 626624Notes

Reaction equation

HRID 626624 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-513ebe873b0c45ec94a40b0d6827e7f0
Source dataset
uspto-grants-2016_04
Patent number
US09309207B2

Reaction notes

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