1,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate) → HCID 131726986, compound

HRID 2217948Notes

Reaction equation

HRID 2217948 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH:12]([O:14][CH2:15][CH3:16])[CH3:13])[CH:6]=[CH2:7].[C:17]([O:21][C:22](=[O:33])[C:23]([CH2:25][O:26][CH2:27][C:28](=[CH2:32])[C:29]([O-:31])=[O:30])=[CH2:24])([CH3:20])([CH3:19])[CH3:18].N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O>O1CCCC1.CCCCCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH:12]([O:14][CH2:15][CH3:16])[CH3:13])[CH:6]=[CH2:7].[C:17]([O:21][C:22](=[O:33])[C:23]([CH2:25][O:26][CH2:27][C:28](=[CH2:32])[C:29]([O-:31])=[O:30])=[CH2:24])([CH3:20])([CH3:19])[CH3:18]

Participants

6

Reactant 3

HCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)2×HCID 23084984HCID 23084984, compoundHCID 131726988HCID 131726988, compound

Product 1

HCID 131726986HCID 131726986, compoundYield 113.1%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8058HexaneSolvent2×

Conditions

Temperature
65 °C

Procedure

In a reaction vessel, 133.37 g (0.6 mol) of 3-methoxy-4-(1-ethoxyethoxy)styrene and 119.35 g (0.4 mol) of (tert-butyl)-2,2′-[oxybis(methylene)]bis-2-propenoate were dissolved in 700 ml of tetrahydrofuran. While stirring the resulting solution, a nitrogen gas was passed into the system. Subsequently, 6.91 g (0.03 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 by adding V-601 in the same amount as above every one hour, 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 300 ml of tetrahydrofuran and the resulting solution was again added dropwise in 5 L of hexane. After filtration, the solid obtained was dried under reduced pressure to obtain 209.76 g of a 3-methoxy-4-(1-ethoxyethoxy)styrene/(tert-butyl)-2,2′-[oxybis(methylene)]bis-2-propenoate 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-907bb9618f2b4183b1b2573528139aea
Source dataset
uspto-grants-2008_08
Patent number
US07410747B2

Reaction notes

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