N-(2-Ethylhexyl)-3-hydroxybutanamide → HCID 23335626, compound

HRID 903928Notes

Reaction equation

HRID 903928 reaction equation
[CH2:1]([CH:3]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:4][NH:5][C:6](=[O:11])[CH2:7][CH:8](O)[CH3:9])[CH3:2]>CCCCCC>[CH2:1]([CH:3]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:4][NH:5][C:6](=[O:11])/[CH:7]=[CH:8]/[CH3:9])[CH3:2]

Participants

3

Reactant 1

HCID 65780N-(2-Ethylhexyl)-3-hydroxybutanamide

Product 1

HCID 23335626HCID 23335626, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
170 °C

Procedure

In a flask, 10 g of N-(2-ethylhexyl)-β-hydroxybutyramide semisuccinate was admitted and heated at 170° C. for 4 hours. The reaction mixture was dissolved in n-hexane and the insolubles were removed by filtration. The filtrate was washed first with diluted hydrochloric acid and then with 10% sodium hydroxide solution, and subsequently dried with sodium sulfate. The residue was recrystallized from n-hexane, obtaining 5.01 g of N-(2-ethylhexyl)-crotonamide (yield: 80.1%). This compound showed substantially the same results as those in Example 1.

Workup

  1. customthe insolubles were removed by filtration
  2. washThe filtrate was washed first with diluted hydrochloric acid
  3. dry with materialwith 10% sodium hydroxide solution, and subsequently dried with sodium sulfate
  4. customThe residue was recrystallized from n-hexane

Sources & evidence

ORD record
ord-325a18067c4b4fe8af8be5909fb3b8ba
Source dataset
uspto-grants-1980_10
Patent number
US04229471

Reaction notes

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