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Triethylamine → 3,3,3-Trifluoro-2-(trifluoromethyl)-1-propene

HRID 35389
Notes
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Reaction equation

HRID 35389 reaction equation
C(N(CC)CC)C.[F:8][C:9]([F:21])([F:20])[CH:10]([C:16]([F:19])([F:18])[F:17])[C:11](OCCl)=O>>[F:8][C:9]([F:21])([F:20])[C:10]([C:16]([F:19])([F:18])[F:17])=[CH2:11]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 8471TriethylamineHCID 13954659Monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoate

Product 1

HCID 914503,3,3-Trifluoro-2-(trifluoromethyl)-1-propeneYield 71.9%

Conditions

Temperature
60 °C

Procedure

In a four necked 100 ml flask equipped with a condenser, a dropping funnel and a thermometer, triethylamine (20.0 g, 198 mmol) was charged and warmed to 60° C. Monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoate (4.88 g, 20 mmol) was dropwise added thereto while stirring. The reaction was continued at the same temperature as above for 2.5 hours while stirring. The gas evolved from a top of the condenser was washed with an alkaline solution, dried with alumina and cooled. The resultant liquid was distilled to give 2-trifluoromethyl3,3,3-trifluoropropene (2.36 g). Yield, 72 %.

Workup

  1. customIn a four necked 100 ml flask equipped with a condenser, a dropping funnel
  2. customwas continued at the same temperature as above for 2.5 hours
  3. stirringwhile stirring
  4. washwas washed with an alkaline solution
  5. customdried with alumina
  6. temperaturecooled
  7. distillationThe resultant liquid was distilled

Sources & evidence

ORD record
ord-782b180886ab49749e0f4174bf616e31
Source dataset
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04766238

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes