Benzaldehyde → HCID 227280, compound

HRID 1841617Notes

Reaction equation

HRID 1841617 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][C:10](=[O:14])[CH2:11][CH2:12][CH3:13].[OH-].[Na+]>>[CH:9]([C:10]([CH2:11][CH2:12][CH3:13])=[O:14])=[CH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 78952-PentanoneHCID 14798Sodium Hydroxide

Product 1

HCID 227280HCID 227280, compoundYield 79.7%

Conditions

Temperature
60 °C

Procedure

To a mixture of benzaldehyde (30.00 g, 0.283 mole) and 2-pentanone (67.33 g, 0.782 mole) was added 10% aqueous sodium hydroxide (40.00 g, 0.10 mole) and the mixture was heated and stirred at 55-65° C. for 10 hr. The reaction mixture was cooled to room temperature and the aqueous layer was once separated. 5% Brine (20 g) was added and after stirring, the aqueous layer was separated. This step was repeated twice. The low boiling point content such as 2-pentanone, benzaldehyde and the like in the obtained organic layer were distilled away under reduced pressure to give the title compound as a pale-yellow green oil (138-150° C./1.33 kPa). (39.25 g, yield 79.7%)

Workup

  1. temperaturethe mixture was heated
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customthe aqueous layer was once separated
  4. addition5% Brine (20 g) was added
  5. stirringafter stirring
  6. customthe aqueous layer was separated
  7. distillationThe low boiling point content such as 2-pentanone, benzaldehyde and the like in the obtained organic layer were distilled away under reduced pressure

Sources & evidence

ORD record
ord-58e533f175304a75a8f8dcb0ce0f277c
Source dataset
uspto-grants-2004_01
Patent number
US06683207B2

Reaction notes

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