Hydrochloric Acid → HCID 53724298, compound

HRID 850234Notes

Reaction equation

HRID 850234 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][SiH2]C(C)(C)CCC)[CH:5]=[CH:4][C:3]=1[C:16]#[C:17]I.[Cu](C#N)[C:20]#[N:21].[Br-].[Li+].Cl>O1CCCC1>[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:16]#[C:17][C:20]#[N:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 82050Lithium BromideHCID 131721611HCID 131721611, compoundHCID 178418260HCID 178418260, compound

Product 1

HCID 53724298HCID 53724298, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 25 mmol of 1-(2-fluoro-4-dimethylbutylsilyloxyphenyl)-2-iodoethyne in 50 ml of tetrahydrofuran were added copper cyanide and lithium bromide and the solution was reacted under reflux heating for 3 hours. After completion of the reaction, the solution was poured into a hydrochloric acid solution of ferric chloride and extracted with toluene. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford 20 mmol of 2-fluoro-4-hydroxyphenylpropiolonitrile as a colourless solid.

Workup

  1. customthe solution was reacted
  2. temperatureunder reflux
  3. temperatureheating for 3 hours
  4. customAfter completion of the reaction
  5. extractionextracted with toluene
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0c9e155d499543bea5176ee691f2c487
Source dataset
uspto-grants-2000_01
Patent number
US06017467

Reaction notes

Loading…