Water → HCID 21585030, compound

HRID 518941Notes

Reaction equation

HRID 518941 reaction equation
[I:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[OH-:10].[Na+].O>CN1C(=O)CCC1>[I:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][O:10][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([I:1])=[CH:3][CH:4]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 9542584-Iodobenzyl bromide

Product 1

HCID 21585030HCID 21585030, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

825 mg of PVA 13 kDa was dissolved in 55 ml of dry NMP under a nitrogen flow at 130° C. Then the temperature was decreased to 50° C. and 5 g of 4-monoiodobenzyl bromide was added. After 10 minutes, 1.35 g of dried sodium hydroxide was added. After 5 hours of reaction time, cold water was added and a paste material has appeared. The sticky paste could not be filtrated. Water was easily removed because the material was struck to the walls of the flask. After water was poured out, the pasty residue was washed with methanol and dried. After conventional steps of purification, MIB-PVA 13 kDa including residual NMP was obtained.

Workup

  1. customwas decreased to 50° C.
  2. additionwas added
  3. filtrationThe sticky paste could not be filtrated
  4. customWater was easily removed because the material
  5. additionAfter water was poured out
  6. washthe pasty residue was washed with methanol
  7. customdried
  8. customAfter conventional steps of purification, MIB-PVA 13 kDa
  9. customwas obtained

Sources & evidence

ORD record
ord-07fb5501786645379191ad6dd5d1c8ea
Source dataset
uspto-grants-2015_08
Patent number
US09115230B2

Reaction notes

Loading…