(+-)-2-Butanol → HCID 13715553, compound

HRID 65458Notes

Reaction equation

HRID 65458 reaction equation
F[C:2]1[C:7]([C:8]#[N:9])=[C:6]([F:10])[C:5]([C:11]#[N:12])=[C:4]([F:13])[C:3]=1[F:14].[CH:15]([OH:19])([CH2:17][CH3:18])[CH3:16]>C(#N)C>[F:10][C:6]1[C:5]([C:11]#[N:12])=[C:4]([F:13])[C:3]([F:14])=[C:2]([O:19][CH:15]([CH2:17][CH3:18])[CH3:16])[C:7]=1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 6568(+-)-2-ButanolHCID 608182Tetrafluoroisophthalonitrile

Product 1

HCID 13715553HCID 13715553, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A 3.0 g amount of tetrafluoroisophthalonitrile and 1.26 g of 20 ml acetonitrile were dissolved in 20 ml of acetonitrile. A 1.66 g amount of sec-butanol was dropwise added to the mixture and the mixture was then stirred at room temperature for 24 hours. After the mixture was filtered, the filtrate was concentrated in vacuo and the concentrated liquid was poured into 50 ml of water. The mixture was extracted with carbon tetrachloride. After washing with water, the resultant mixture was dried with anhydrous magnesium sulfate and the solvent was then distilled off. Thus, 3.4 g (89% yield) of the desired compound No. 48 was obtained.

Workup

  1. filtrationAfter the mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionthe concentrated liquid was poured into 50 ml of water
  4. extractionThe mixture was extracted with carbon tetrachloride
  5. washAfter washing with water
  6. dry with materialthe resultant mixture was dried with anhydrous magnesium sulfate
  7. distillationthe solvent was then distilled off

Sources & evidence

ORD record
ord-4bf628cb8a6b466a81e08fde37bc2f17
Source dataset
uspto-grants-1986_09
Patent number
US04614742

Reaction notes

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