Dimethyl Sulfate → Hexafluoroisopropyl methyl ether

HRID 1370701Notes

Reaction equation

[F:1][C:2]([F:10])([F:9])[CH:3]([OH:8])[C:4]([F:7])([F:6])[F:5].S(OC)(O[CH3:15])(=O)=O.[OH-].[Na+]>>[CH:3]([O:8][CH3:15])([C:4]([F:7])([F:6])[F:5])[C:2]([F:10])([F:9])[F:1]

Participants

Reactant 3

HCID 6497Dimethyl Sulfate

HCID 135291,1,1,3,3,3-Hexafluoro-2-propanol

HCID 14798Sodium Hydroxide

Product 1

HCID 25749Hexafluoroisopropyl methyl ether

Procedure

Chain transfer agent of structure (1) may also be obtained by reaction of a fluorine containing alcohol R2OH with an alkylating agent of structure R1—L. In one example, reaction of 1,1,1,3,3,3-hexafluoro-2-propanol with dimethyl sulfate in the presence of aqueous sodium hydroxide affords a partially fluorinated ether with the structure (CF3)2CHOCH3, as disclosed in U.S. Pat. No. 3,346,448.

Sources & evidence

ORD record: ord-fd12e71e348749b8b2fe9822eaf73772
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06583249B2

Reaction notes

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