Isopropylamine → Isopropylpent-4-enylamine

HRID 2377639Notes

Reaction equation

HRID 2377639 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].[CH:7]([NH2:10])([CH3:9])[CH3:8]>>[CH:7]([NH:10][CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6])([CH3:9])[CH3:8]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 707041-Pentene, 5-bromo-

Product 1

HCID 551578Isopropylpent-4-enylamineYield 40%

Conditions

Temperature
60 °C

Procedure

5-Bromo-1-pentene (42.3 mmol) was added to isopropylamine (423 mmol), and the mixture was stirred at 60° C. for 48 h in the dark in a sealed tube. Then the volatiles were evaporated at reduced pressure and the crude residue was dissloved in 50 mL of diethyl ether and washed twice with water. The organic phase was dried over Na2SO4. Evaporation of the solvent gave N-isopropylpent-4-en-1-amine as brownish oil (40%) which was used without any further purification.

Workup

  1. customThen the volatiles were evaporated at reduced pressure
  2. washwashed twice with water
  3. dry with materialThe organic phase was dried over Na2SO4
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-a99b8692e57248e7be131da6ec9e231f
Source dataset
uspto-grants-2008_12
Patent number
US07470664B2

Reaction notes

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