Methyl Methacrylate → HCID 90122661, compound

HRID 1855612Notes

Reaction equation

HRID 1855612 reaction equation
[F:1][C:2]([F:35])([O:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][OH:34])=[CH:29][CH:28]=1)[CH:3]([F:25])[O:4][C:5]([F:24])([F:23])[C:6]([F:22])([O:11][C:12]([F:21])([F:20])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])[C:7]([F:10])([F:9])[F:8].[C:36](OC)(=[O:40])[C:37]([CH3:39])=[CH2:38]>CCCCO.CCCCO.CCCCO.CCCCO.[Ti]>[C:36]([O:34][CH2:33][C:30]1[CH:29]=[CH:28][C:27]([O:26][C:2]([F:35])([F:1])[CH:3]([F:25])[O:4][C:5]([F:23])([F:24])[C:6]([F:22])([O:11][C:12]([F:20])([F:21])[C:13]([F:18])([F:19])[C:14]([F:15])([F:17])[F:16])[C:7]([F:10])([F:9])[F:8])=[CH:32][CH:31]=1)(=[O:40])[C:37]([CH3:39])=[CH2:38]

Participants

4

Reactant 2

HCID 6658Methyl MethacrylateHCID 90122593HCID 90122593, compound

Product 1

HCID 90122661HCID 90122661, compound

Reagents, catalysts & solvents 1

HCID 521701TetrabutoxytitaniumCatalyst

Procedure

In the dry box, the (4-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)phenyl)methanol (36.5 g, 0.656 mol) and methyl methacrylate (40.0 g, 0.40 mol) were added to a round bottom flask equipped with a stirrer. Titanium(iv) n-butoxide (0.50 mL) was then added to the round bottom flask. The reaction was placed in an oil bath and heated to reflux over about 3 hours. Then the reaction product was distilled to remove excess methyl methacrylate. The content was analyzed by proton NMR and shown to be 4-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)benzyl methacrylate.

Workup

  1. customequipped with a stirrer
  2. customThe reaction was placed in an oil bath
  3. temperatureheated
  4. temperatureto reflux over about 3 hours
  5. distillationThen the reaction product was distilled
  6. customto remove excess methyl methacrylate

Sources & evidence

ORD record
ord-bdde1a74a81d4ca9a0e9d4d7f0d6fa06
Source dataset
uspto-grants-2015_02
Patent number
US08962879B2

Reaction notes

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