Sodium Hydroxide → 1-Ethynyl-2,3,4-trifluorobenzene

HRID 1765003Notes

Reaction equation

HRID 1765003 reaction equation
[OH-].[Na+].CC(O)(C)[C:5]#[C:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[C:9]([F:14])[C:8]=1[F:15]>CC(C)=O>[C:6]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[C:9]([F:14])[C:8]=1[F:15])#[CH:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 231157222-Methyl-4-(2,3,4-trifluorophenyl)but-3-yn-2-ol

Product 1

HCID 231157211-Ethynyl-2,3,4-trifluorobenzeneYield 65.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

23 g of sodium hydroxide was added to 229 g of 1-(3-methyl-3-hydroxy-1-butynyl)-2,3,4-trifluorobenzene, and then stirred for 1 hour at 120° C., while acetone that is produced is distilled off using an atmospheric distillation device. This was purified by distillation under a reduced pressure (101 to 108° C./34 kPa (256 mmHg)) to obtain 110 g of 1-ethynyl-2,3,4-trifluorobenzene as an almost colorless oily material.

Workup

  1. customis produced
  2. distillationis distilled off
  3. distillationThis was purified by distillation under a reduced pressure (101 to 108° C./34 kPa (256 mmHg))

Sources & evidence

ORD record
ord-a28bf74bd25a4679a278d070d6e070f0
Source dataset
uspto-grants-2007_06
Patent number
US07226644B2

Reaction notes

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