1,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate) → HCID 68953581, compound

HRID 1784324Notes

Reaction equation

HRID 1784324 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][C:12](=[O:14])[CH3:13])[CH:6]=[CH2:7].C(OC1C=CC(C=C)=CC=1)(=O)C.N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O>O1CCCC1.CCCCCC.CC(C)=O>[C:12]([O:11][C:10]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1)(=[O:14])[CH3:13].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][C:12](=[O:14])[CH3:13])[CH:6]=[CH2:7]

Participants

7

Reactant 3

HCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)HCID 758214-Ethenylphenyl acetateHCID 591597HCID 591597, compound

Product 1

HCID 68953581HCID 68953581, compoundYield 170%

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent2×

Conditions

Temperature
65 °C

Procedure

In a reaction vessel, 96.1 g (0.5 mol) of 3-methoxy-4-acetoxystyrene (produced by Honshu Chemical Industry Co., Ltd.) and 81.1 g (0.5 mol) of 4-acetoxystyrene (produced by Honshu Chemical Industry Co., Ltd.) were dissolved in 400 ml of tetrahydrofuran. While stirring the resulting solution, a nitrogen gas was passed into the system. Subsequently, 23.0 g (0.1 mol) of polymerization initiator V-601 (produced by Wako Pure Chemical Industries, Ltd.) was added thereto and the reaction solution was heated at 65° C. After stirring under heat for 10 hours, the reaction solution was allowed to cool to room temperature and then added dropwise in 5 L of hexane to precipitate a polymer. The solid obtained by filtration was dissolved in 600 ml of acetone and again added dropwise in 5 L of hexane and after filtration, the solid obtained was dried under reduced pressure to obtain 150.6 g of a (3-methoxy-4-acetoxystyrene)-(4-acetoxystyrene) copolymer.

Workup

  1. additionwas added
  2. stirringAfter stirring
  3. temperatureunder heat for 10 hours
  4. temperatureto cool to room temperature
  5. customto precipitate a polymer
  6. customThe solid obtained by filtration
  7. filtrationafter filtration
  8. customthe solid obtained
  9. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-4e06c0a69767424b81c686ac68d95663
Source dataset
uspto-grants-2009_03
Patent number
US07504193B2

Reaction notes

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