Methyl Methacrylate → Methyl 2-acetyloxyacrylate methyl methacrylate

HRID 1741224Notes

Reaction equation

HRID 1741224 reaction equation
[C:1]([O:4][C:5](=[CH2:10])[C:6]([O:8][CH3:9])=[O:7])(=[O:3])[CH3:2].[C:11]([O:16][CH3:17])(=[O:15])[C:12]([CH3:14])=[CH2:13]>CCCCCC>[C:1]([O:4][C:5](=[CH2:10])[C:6]([O:8][CH3:9])=[O:7])(=[O:3])[CH3:2].[C:11]([O:16][CH3:17])(=[O:15])[C:12]([CH3:14])=[CH2:13]

Participants

4

Reactant 2

HCID 6658Methyl MethacrylateHCID 111372772-Propenoic acid, 2-(acetyloxy)-, methyl ester

Product 1

HCID 86754666Methyl 2-acetyloxyacrylate methyl methacrylate

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

8.6 Grams (60 millimoles) of methyl 2-acetyloxyacrylate obtained in Synthesis Example 1 (1) and 6.0 g (60 millimoles) of methyl methacrylate arc polymerized after a similar manner to Example 1 (2). After cooling, the reaction solution is poured into 500 ml of n-hexane to cause precipitation. The precipitate crystal is recovered by filtration and dried to give 9.8 g of poly(methyl 2-acetyloxyacrylate/methyl methacrylate) as white powder. The structural ratio of methyl 2-acetyloxyacrylate unit to methyl methacrylate unit is found as 1:1 by 1HNMR measurement. The weight-average molecular weight is found to be 11,840 and the dispersion is found to be 1.58 by GPC method using polystyrene as a standard.

Workup

  1. temperatureAfter cooling
  2. customprecipitation
  3. filtrationThe precipitate crystal is recovered by filtration
  4. customdried

Sources & evidence

ORD record
ord-cf4cc2637bb44f7d87121770ccc9f905
Source dataset
uspto-grants-1999_10
Patent number
US05973094

Reaction notes

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