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

HRID 1022990Notes

Reaction equation

HRID 1022990 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-5ebb242a0c1844cab061f4df1b1d3475
Source dataset
uspto-grants-2014_05
Patent number
US08722655B2

Reaction notes

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