Benzaldehyde → HCID 73851444, compound

HRID 1458891Notes

Reaction equation

HRID 1458891 reaction equation
[CH2:1]([N:3]([CH2:15][CH3:16])[C:4]([CH:6]1[CH:11]2[CH2:12][CH2:13][N:8]([CH2:9][C:10]2=[O:14])[CH2:7]1)=[O:5])[CH3:2].[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[OH-].[Na+]>CCO>[CH2:15]([N:3]([CH2:1][CH3:2])[C:4]([CH:6]1[CH:11]2[CH2:12][CH2:13][N:8]([C:9](=[CH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:10]2=[O:14])[CH2:7]1)=[O:5])[CH3:16]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 22097565HCID 22097565, compound

Product 1

HCID 73851444HCID 73851444, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 13 (34.6 g, 154 mmole), benzaldehyde (17.4 g, 164 mmole) and NaOH (6.5 g, 164 mmole) in EtOH (400 ml) was refluxed for 3 hours. After cooling the reaction mixture to room temperature, the resulting yellow crystal was collected by filtration and washed with cold EtOH and dried in vacuo to give 14 (38.4 g, 128 mmole). The filtrate was concentrated under reduced pressure to give a second crop (3.3 g, 11 mmole) (total 41.7 g, 139 mmole, 90%).

Workup

  1. temperaturewas refluxed for 3 hours
  2. filtrationthe resulting yellow crystal was collected by filtration
  3. washwashed with cold EtOH
  4. customdried in vacuo

Sources & evidence

ORD record
ord-f0b0f2546dbd436cb0682a28629850f7
Source dataset
uspto-grants-1998_12
Patent number
US05852038

Reaction notes

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