10-Undecenal → N-[(E)-undec-10-enylideneamino]benzamide

HRID 1644167

Reaction equation

HRID 1644167 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:11](=O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21]>C(O)C>[CH:21](=[N:10]/[NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)\[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=[CH2:11]

Participants

4

Reactant 2

HCID 818710-UndecenalHCID 11955Benzoylhydrazine

Product 1

HCID 87145928N-[(E)-undec-10-enylideneamino]benzamideYield 88.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1a (1.50 g, 11.0 mmol) and 10-undecenal (2.80 g, 16.5 mmol) in ethanol (28 ml) was heated under reflux for 2 h. After cooling to room temperature, the product was concentrated, washed with hexane and dried under vacuum (0.20 mbar) to give 2.78 g (88%) of a white solid.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. concentrationthe product was concentrated
  4. washwashed with hexane
  5. customdried under vacuum (0.20 mbar)

Sources & evidence

ORD record
ord-aee1b8b35d8749a7b1ff9995fd7ce5cf
Source dataset
uspto-grants-2012_02
Patent number
US08124578B2

Linked notes

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