Ethyl Bromide → HCID 88419192, compound

HRID 1756489Notes

Reaction equation

HRID 1756489 reaction equation
[C:1]([O:6][CH2:7][CH2:8][O:9][C:10](=[O:14])[C:11]([CH3:13])=[CH2:12])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:15]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]Cl)(=[O:19])[C:16]([CH3:18])=[CH2:17].[Br-].[Na+].C([Br:32])C>CN1CCCC1=O>[C:1]([O:6][CH2:7][CH2:8][O:9][C:10](=[O:14])[C:11]([CH3:13])=[CH2:12])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:15]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][Br:32])(=[O:19])[C:16]([CH3:18])=[CH2:17]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 253881Sodium BromideHCID 88419118HCID 88419118, compound

Product 1

HCID 88419192HCID 88419192, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

6-Chlorohexyl methacrylate ethylene glycol bismethacrylate co-polymer (4.1 meq Cl/g, approximately 1.9 molar % cross-linking) (c.f. Example 17) (14.1 g) was reacted with sodium bromide (6 g) and ethyl bromide (63.2 g) in N-methylpyrrolidone (200 ml) at 65° for 6 days. The slurry was then sieved and the fraction <53 μM discarded. The remaining polymer was washed with water, methanol, acetone and diethylether and dried under vacuum for 16 hours to give 6-bromohexyl methacrylate ethylene glycol bismethacrylate co-polymer (14.97 g, 3.47 meq Br/g, no Cl detected).

Workup

  1. filtrationThe slurry was then sieved
  2. washThe remaining polymer was washed with water, methanol, acetone and diethylether
  3. customdried under vacuum for 16 hours

Sources & evidence

ORD record
ord-513a299b7b264551a1618ff517293333
Source dataset
uspto-grants-1995_08
Patent number
US05441731

Reaction notes

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