Diethyl Ether → HCID 18788477, compound

HRID 1956161Notes

Reaction equation

HRID 1956161 reaction equation
[Br:1]Br.[C:3]([C:6]1[C:13]([CH3:14])=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=1[CH3:15])(=[O:5])[CH3:4].C(OCC)C.[Cl-].[NH4+]>O1CCOCC1>[CH3:14][C:13]1[CH:12]=[C:9]([CH:8]=[C:7]([CH3:15])[C:6]=1[C:3](=[O:5])[CH2:4][Br:1])[C:10]#[N:11]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 24408BromineHCID 25517Ammonium ChlorideHCID 18788448HCID 18788448, compound

Product 1

HCID 18788477HCID 18788477, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4.6 g of bromine are introduced slowly at about -5° C. into a solution of 4 g of 4-acetyl 3,5-dimethyl benzonitrile, prepared according to the method described in J. Chem. Soc. Perkin Trans. II, p. 943-949 (1988),in 10 ml of diethyl ether and 5 ml of dioxane. The mixture is allowed to attain room temperature, and after it has been stirred for 1 hour 15 ml of a saturated solution of ammonium chloride are added to it. The organic phase is separated and the solvent is removed under reduced pressure to give 4.8 g of the desired product. M.p.=76° C.

Workup

  1. customprepared
  2. customto attain room temperature
  3. additionare added to it
  4. customThe organic phase is separated
  5. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-40345ff139be452faceca620e081e63b
Source dataset
uspto-grants-1998_07
Patent number
US05780468

Reaction notes

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