Butyl Acrylate → HCID 86755461, compound

HRID 1421353Notes

Reaction equation

HRID 1421353 reaction equation
C(C1C=CC=CC=1C=C)=C.[CH:11]([S:19]([O-:22])(=[O:21])=[O:20])=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Na:23].[CH2:24]([O:28][C:29](=[O:32])[CH:30]=[CH2:31])[CH2:25][CH2:26][CH3:27].CC1(C)N([O])C(C)(C)CCC1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].S(=O)(O)[O-].[Na+]>O.C(O)CO>[CH2:24]([O:28][C:29](=[O:32])[CH:30]=[CH2:31])[CH2:25][CH2:26][CH3:27].[CH:11]([S:19]([O-:22])(=[O:20])=[O:21])=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Na:23]

Participants

9

Reactant 6

HCID 8846Butyl AcrylateHCID 24412Potassium PersulfateHCID 666661,2-Diethenylbenzene2×HCID 2724126TempoHCID 23665763Sodium BisulfiteHCID 86755460HCID 86755460, compound

Product 1

HCID 86755461HCID 86755461, compound

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

0.5 molar ratio of SS-Na:DVB To a round bottom flask is added styrenesulfonate-sodium salt (SS-Na, 10 g, 0.0487 mole), butylacrylate (6.24, 0.0487 mole), divinylbenzene (DVB, 3.17 g, 0.02435 mole), and TEMPO (0.53 g, 0.00341 mole). To this is added ethylene glycol (24 mL) and water (16 mL) and heated to 80° C. Then a redox initiator system, potassium persulfate (0.51 g, 0.00189 mole) and sodium bisulfite (0.25 g), is added. After 40 minutes, the heterogeneous solution is heated to reflux. After 7 hours, the reaction is cooled and precipitated into a solution of methanol/acetone (200 mL, 1:1 ratio).

Workup

  1. temperaturethe heterogeneous solution is heated to reflux
  2. waitAfter 7 hours
  3. temperaturethe reaction is cooled
  4. customprecipitated into a solution of methanol/acetone (200 mL, 1:1 ratio)

Sources & evidence

ORD record
ord-8689124c573546fb9e28507f7d692ae4
Source dataset
uspto-grants-2000_06
Patent number
US06075105

Reaction notes

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