Isobutylamine → HCID 74949038, compound

HRID 573497Notes

Reaction equation

HRID 573497 reaction equation
[OH:1][CH:2]([CH2:8][CH2:9][CH:10]=[CH:11][CH:12]=[CH:13][CH3:14])[CH2:3][C:4]([O:6]C)=O.[CH2:15]([NH2:19])[CH:16]([CH3:18])[CH3:17]>>[CH2:15]([NH:19][C:4](=[O:6])[CH2:3][CH:2]([OH:1])[CH2:8][CH2:9][CH:10]=[CH:11][CH:12]=[CH:13][CH3:14])[CH:16]([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 6558IsobutylamineHCID 76714893HCID 76714893, compound

Product 1

HCID 74949038HCID 74949038, compoundYield 82%

Conditions

Temperature
90 °C

Procedure

Methyl 3-hydroxy-6,8-decadienoate (g) (86.1 g, 0.43 mol) and isobutylamine (95.3 g, 1.3 mol) were put into a 500-ml flask, followed by stirring at 90° C. for 24 hours. After isobutylamine was recovered under a reduced pressure, heptane (700 ml) was added thereto, followed by cooling to 0° C. A white solid thus precipitated was filtered and dried under a reduced pressure. Thus, N-isobutyl-3-hydroxy-6,8-decadienamide (h) was obtained (85.2 g, 0.35 mol, yield 82%).

Workup

  1. customAfter isobutylamine was recovered under a reduced pressure, heptane (700 ml)
  2. additionwas added
  3. temperatureby cooling to 0° C
  4. customA white solid thus precipitated
  5. filtrationwas filtered
  6. customdried under a reduced pressure

Sources & evidence

ORD record
ord-abc016e4da15431daa6f5ddcdd3ffb4c
Source dataset
uspto-grants-2015_05
Patent number
US09029593B2

Reaction notes

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