Perfluoro-tert-butyl alcohol → HCID 23695822, compound

HRID 851071Notes

Reaction equation

HRID 851071 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]([C:9]([F:12])([F:11])[F:10])([C:5]([F:8])([F:7])[F:6])[OH:4].C([Li:19])CCC>CCCCCC>[F:1][C:2]([F:13])([F:14])[C:3]([C:5]([F:7])([F:8])[F:6])([C:9]([F:12])([F:11])[F:10])[O-:4].[Li+:19]

Participants

4

Reactant 2

HCID 16924Perfluoro-tert-butyl alcoholHCID 178418339Butyllithium

Product 1

HCID 23695822HCID 23695822, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

A stirred mixture of 11.8 g (0.05 mol) of 2,2,2-trifluoro-1,1-bis(trifluoromethyl)ethanol in 40 ml of hexane was cooled to -10°, and 0.05 mol of butyllithium in hexane (1.6 M) was added dropwise. The reaction mixture was warmed to 25°, and the solid precipitate was collected on a filter and dried under a stream of dry nitrogen to give 10.69 g (88% of lithium 2,2,2-trifluoro-1,1-bis(trifluoromethyl)ethoxide, mp 139° to 141° (dec.).

Workup

  1. temperaturewas cooled to -10°
  2. temperatureThe reaction mixture was warmed to 25°
  3. customthe solid precipitate was collected on
  4. filtrationa filter
  5. customdried under a stream of dry nitrogen

Sources & evidence

ORD record
ord-926f66597506418c8f7c9dd0807700ba
Source dataset
uspto-grants-1983_05
Patent number
US04382891

Reaction notes

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