Toluene → tert-Butylacrylamide

HRID 728006

Reaction equation

HRID 728006 reaction equation
C([C:5](=[CH2:9])[C:6]([NH2:8])=[O:7])(C)(C)C.[C:10]1([CH3:16])[CH:15]=CC=C[CH:11]=1.N(C(C)(C)C#N)=NC(C)(C)C#N>CCCCCC>[C:10]([NH:8][C:6](=[O:7])[CH:5]=[CH2:9])([CH3:16])([CH3:15])[CH3:11]

Participants

5

Reactant 3

HCID 1140Toluene2×HCID 6547AzobisisobutyronitrileHCID 18539458t-Butylacrylamide

Product 1

HCID 7877tert-Butylacrylamide

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 50.0 g of t-butylacrylamide and 250 ml of toluene was heated at 80° C. with stirring under a nitrogen atmosphere in a 500 ml three-necked flask. 10 ml of a toluene solution containing 500 mg of azobisisobutyronitrile was added thereto as a polymerization initiator, whereby polymerization was initiated. After polymerization for 3 hours, the polymerization solution was cooled and poured into 1 liter of hexane. The solids thus-deposited were collected by filtration, washed with hexane and dried with heating under a reduced pressure to obtain 47.9 g of P-57.

Workup

  1. additionwas added
  2. customas a polymerization initiator, whereby polymerization
  3. customAfter polymerization for 3 hours
  4. temperaturethe polymerization solution was cooled
  5. filtrationThe solids thus-deposited were collected by filtration
  6. washwashed with hexane
  7. customdried
  8. temperaturewith heating under a reduced pressure

Sources & evidence

ORD record
ord-9d56201c1e6b437a8b93522421836aa8
Source dataset
uspto-grants-1991_09
Patent number
US05047314

Linked notes

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