2,3,4,5,6-Pentafluorobenzyl Alcohol → Pentafluorobenzyl fluoride

HRID 894347

Reaction equation

HRID 894347 reaction equation
[F:1][C:2]1[C:7]([CH2:8]O)=[C:6]([F:10])[C:5]([F:11])=[C:4]([F:12])[C:3]=1[F:13].ClC(F)C(N(CC)CC)(F)[F:17]>C(Cl)Cl>[F:1][C:2]1[C:7]([CH2:8][F:17])=[C:6]([F:10])[C:5]([F:11])=[C:4]([F:12])[C:3]=1[F:13]

Participants

4

Conditions

Temperature
0 °C

Procedure

A mixture of pentafluorobenzyl alcohol (3.0 g) and dry methylene dichloride (50 ml) was cooled to a temperature of 0° C. in an ice-bath and 2-chloro-1-diethylamino-1,1,2-trifluoroethane (4.3 g) was slowly added to the cooled, stirred mixture over a period of ten minutes. After standing for a period of 18 hr. at 0° C. the reaction mixture was poured into ice and the organic layer was separated and washed with IM aqueous sodium carbonate solution. The organic layer was dried over anhydrous sodium sulfate, the solvent was removed by distillation and the product was distilled under reduced pressure to give pentafluorobenzyl fluoride, b.p. 51° C. at 30 mm Hg.

Workup

  1. additionat 0° C. the reaction mixture was poured into ice
  2. customthe organic layer was separated
  3. washwashed with IM aqueous sodium carbonate solution
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customthe solvent was removed by distillation
  6. distillationthe product was distilled under reduced pressure

Sources & evidence

ORD record
ord-2dee3815e22a40a29f55ff6192862c75
Source dataset
uspto-grants-1981_08
Patent number
US04283414

Linked notes

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