Acetyl chloride → HCID 4155152, compound

HRID 703894Notes

Reaction equation

HRID 703894 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:15](Cl)(=[O:17])[CH3:16]>N1C=CC=CC=1>[Br:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:15](=[O:17])[CH3:16])=[CH:7][CH:6]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 2795744'-Bromo-[1,1'-biphenyl]-4-amine

Product 1

HCID 4155152HCID 4155152, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

[I] A solution prepared by dissolving 0.75 g of 4-amino-4'-bromobiphenyl in 10 ml of pyridine, was cooled with ice, and 1.0 g of acetyl chloride was dropwise added thereto. The mixture was stirred over a period of 30 minutes. After the completion of the reaction, the reaction solution was extracted with ethyl acetate and water. The organic layer was washed with dilute hydrochloric acid and further with a saturated sodium chloride aqueous solution, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 0.8 g of N-(4'-bromo-4-biphenylyl)acetamide as colorless crystals.

Workup

  1. custom[I] A solution prepared
  2. additionwas dropwise added
  3. customAfter the completion of the reaction
  4. extractionthe reaction solution was extracted with ethyl acetate and water
  5. washThe organic layer was washed with dilute hydrochloric acid and further with a saturated sodium chloride aqueous solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-d48f63ba40444728a8a1c53c7c3e3995
Source dataset
uspto-grants-1991_01
Patent number
US04985449

Reaction notes

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