Butanal → HCID 86714715, compound

HRID 1500133Notes

Reaction equation

HRID 1500133 reaction equation
[CH:1](=O)[CH2:2][CH2:3][CH3:4].[CH2:6]([NH:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH:7]([CH3:9])[CH3:8].O>C1(C)C=CC=CC=1>[CH:1](/[N:10]([CH2:11][CH:12]([CH3:14])[CH3:13])[CH2:6][CH:7]([CH3:9])[CH3:8])=[CH:2]\[CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 261ButanalHCID 962WaterHCID 8085Diisobutylamine

Product 1

HCID 86714715HCID 86714715, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

Butanal (68 mL, 0.75 mol) was added dropwise over 20 minutes to a solution of diisobutylamine (87 mL, 0.50 mol) in toluene (100 mL) at room temperature under a nitrogen atmosphere. After installation of a Dean-Stark tube, the mixture was warmed to 130° C. and refluxed. 50 mL of distillate containing water was extracted twice. The reaction mixture was cooled to room temperature and then distilled under reduced pressure (0.25 mmHg, 51-55° C.) to obtain the title compound (67.67 g, yield: 74%) as a colorless oil substance.

Workup

  1. temperaturerefluxed
  2. extractionwas extracted twice
  3. temperatureThe reaction mixture was cooled to room temperature
  4. distillationdistilled under reduced pressure (0.25 mmHg, 51-55° C.)

Sources & evidence

ORD record
ord-236f8fb91f374131b8ac8d9daacab3ed
Source dataset
uspto-grants-2015_12
Patent number
US09206104B2

Reaction notes

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