Pentane → HCID 86741976, compound

HRID 2413876Notes

Reaction equation

HRID 2413876 reaction equation
[C:1]1(=[O:7])[NH:5][C:4](=[O:6])[CH:3]=[CH:2]1.[CH:8]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH2:9].CCCCC>C1(=O)CCCCC1>[C:4]1(=[O:6])[NH:5][C:1](=[O:7])[CH:2]=[CH:3]1.[CH:8]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH2:9]

Participants

5

Conditions

Temperature
60 °C

Procedure

To a solution of 0.02 moles (1.94 gm) of recrystallized maleimide in 20 ml of distilled cyclohexanone were added 0.02 moles (3.69 gm) of n-decyl vinyl ether which had been purified by passing through a silica adsorption column. To the mixture were then added 380 μl of dodecanethiol followed by 26 mg of azobisisobutyrlnitrile. The vessel was then sealed and deoxygenated with argon followed by placement in an oil bath where the temperature was maintained at 60° C. After 6 hours, the reaction mixture was poured into 500 ml of water and mixed at high speed with a blender. The white precipitate was isolated by filtration. Likewise, the precipitate was mixed with 400 ml of pentane, filtered, isolated and dried overnight at 90° C. to give 4.43 gm (79%) of product.

Workup

  1. customhad been purified
  2. additionTo the mixture were then added 380 μl of dodecanethiol
  3. customThe vessel was then sealed
  4. customdeoxygenated with argon
  5. customfollowed by placement in an oil bath
  6. additionthe reaction mixture was poured into 500 ml of water
  7. additionmixed at high speed with a blender
  8. customThe white precipitate was isolated by filtration
  9. filtrationfiltered
  10. customisolated
  11. customdried overnight at 90° C.

Sources & evidence

ORD record
ord-1089672f310e40b98b44b1ca88203e74
Source dataset
uspto-grants-1988_01
Patent number
US04720445

Reaction notes

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