2-Methylpyridine → 1,1,1,3,3,3-Hexafluoro-2-(trifluoromethyl)propan-2-yl 2-methylprop-2-enoate

HRID 596273Notes

Reaction equation

[F:1][C:2]([F:14])([F:13])[C:3]([OH:12])([C:8]([F:11])([F:10])[F:9])[C:4]([F:7])([F:6])[F:5].[C:15](Cl)(=[O:19])[C:16]([CH3:18])=[CH2:17].CC1C=CC=CN=1>>[C:15]([O:12][C:3]([C:4]([F:7])([F:6])[F:5])([C:8]([F:9])([F:11])[F:10])[C:2]([F:13])([F:14])[F:1])(=[O:19])[C:16]([CH3:18])=[CH2:17]

Participants

Reactant 3

HCID 79752-Methylpyridine

HCID 13528Methacryloyl chloride

HCID 16924Perfluoro-tert-butyl alcohol

Product 1

HCID 217010521,1,1,3,3,3-Hexafluoro-2-(trifluoromethyl)propan-2-yl 2-methylprop-2-enoateYield 78%

Procedure

Perfluoro-tertiary-butyl methacrylate was prepared from perfluoro-tertiary-butyl alcohol and methacrylyl chloride with 2-methyl pyridine as the acid acceptor without added solvent. The yield was 78%. The boiling point was 30° C./0.5 mm. This material is useful as a monomer for making plastics and resins.

Workup

additionwithout added solvent

Sources & evidence

ORD record: ord-34f4e8436b904737ad7ebb408581524f
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04010212

Reaction notes

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