tert-Butyl methacrylate → HCID 86629093, compound

HRID 1714707Notes

Reaction equation

HRID 1714707 reaction equation
[C:1]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH2:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[C:13]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:17])[C:14]([CH3:16])=[CH2:15].[CH:23]([C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1)=[CH2:24].N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O>C1(=O)CCCCC1.CCCCCC>[C:1]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH2:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[C:13]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:17])[C:14]([CH3:16])=[CH2:15].[CH:23]([C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1)=[CH2:24]

Participants

7

Reactant 4

HCID 11448tert-Butyl methacrylateHCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)HCID 758214-Ethenylphenyl acetateHCID 583124Methyl 4-ethenylbenzoate

Product 1

HCID 86629093HCID 86629093, compoundYield 591.6%

Reagents, catalysts & solvents 2

HCID 7967CyclohexanoneSolvent2×HCID 8058HexaneSolvent

Procedure

4-Acetoxystyrene (29.19 g, 0.180 mol), 14.93 g (0.105 mol) of tert-butyl methacrylate, 2.43 g (0.015 mol) of methyl p-vinylbenzoate and 3.45 g (0.015 mol) of polymerization initiator V-601 (produced by Wako Pure Chemical Industries, Ltd.) were dissolved in 148.99 g of cyclohexanone. Subsequently, 37.25 g of cyclohexanone was charged into a reaction vessel, and the solution above was added dropwise to the system at 80° C. in a nitrogen gas atmosphere over 6 hours. After the completion of dropwise addition, the reaction solution was heated with stirring for 2 hours, then allowed to cool to room temperature and added dropwise in 2.5 L of hexane to precipitate a polymer, followed by filtration. The solid collected by filtration was washed by splashing with 500 mL of hexane and then dried under reduced pressure to obtain 41.40 g of a 4-acetoxystyrene/tert-butyl methacrylate/methyl p-vinylbenzoate copolymer.

Workup

  1. additionthe solution above was added dropwise to the system at 80° C. in a nitrogen gas atmosphere over 6 hours
  2. additionAfter the completion of dropwise addition
  3. temperaturethe reaction solution was heated
  4. customto precipitate a polymer
  5. filtrationfollowed by filtration
  6. filtrationThe solid collected by filtration
  7. washwas washed
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-8df4217112d54e7e8cae7830b98e4b0a
Source dataset
uspto-grants-2010_09
Patent number
US07799506B2

Reaction notes

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