Potassium Carbonate → HCID 53923850, compound

HRID 1088459Notes

Reaction equation

HRID 1088459 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH:12]=[CH:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([OH:20])[CH:15]=3)=[N:9]2)=[CH:4][CH:3]=1.Br[CH:22]([CH3:25])[C:23]#[N:24].C(=O)([O-])[O-].[K+].[K+]>CC(CC)=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH:12]=[CH:13][C:14]3[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=3)[O:20][CH:22]([CH3:25])[C:23]#[N:24])=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1405382-BromopropionitrileHCID 54097337HCID 54097337, compound

Product 1

HCID 53923850HCID 53923850, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of the phenol from Step 1 (150 g), (+) 2-bromo-propionitrile and milled potassium carbonate in methylethyl ketone (1 L) was refluxed for 8 hrs. The reaction mixture was cooled and filtered. Recrystallization from ethyl acetate/hexane afforded the title compound m.p. 118°-120°.

Workup

  1. temperaturewas refluxed for 8 hrs
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. customRecrystallization from ethyl acetate/hexane

Sources & evidence

ORD record
ord-2c35e305da394751abb9f20d75316c7c
Source dataset
uspto-grants-1990_10
Patent number
US04962203

Reaction notes

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