3,5,5-Trimethylhexanal → HCID 87146582, compound

HRID 1644171Notes

Reaction equation

HRID 1644171 reaction equation
[C:1]([NH:10][NH2:11])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH3:12][CH:13]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:14][CH:15]=O>C(O)C>[CH3:12][CH:13]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:14]/[CH:15]=[N:11]/[NH:10][C:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 215743,5,5-TrimethylhexanalHCID 80556Octanoic hydrazide

Product 1

HCID 87146582HCID 87146582, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 12a (3.00 g, 19.0 mmol) and 3,5,5-trimethylhexanal (4.05 g, 28.4 mmol) in ethanol (48 ml) was heated under reflux for 2 h. After cooling to room temperature, the product was concentrated and washed with ethanol. Drying under high vacuum (0.33 mbar) gave a total of 4.69 g (88%) of a colorless oil consisting of two isomers with respect to the amide bond conformation (E:Z ca. 56:44).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. concentrationthe product was concentrated
  4. washwashed with ethanol
  5. customDrying under high vacuum (0.33 mbar)

Sources & evidence

ORD record
ord-8d106f127e334ad3b99a56104269ad0d
Source dataset
uspto-grants-2012_02
Patent number
US08124578B2

Reaction notes

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