Acetyl chloride → N-biphenyl-3-ylmethyl-acetamide

HRID 392830

Reaction equation

HRID 392830 reaction equation
[C:1]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH2:8])[CH:2]=1.C([O-])(O)=O.[Na+].[C:20](Cl)(=[O:22])[CH3:21]>C(Cl)Cl>[C:1]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:20](=[O:22])[CH3:21])[CH:2]=1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 27603683-(Aminomethyl)biphenyl

Product 1

HCID 22660935N-biphenyl-3-ylmethyl-acetamideYield 128.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

C-Biphenyl-3-yl-methylamine (700 mg, 3.8 mmol) was dissolved in 38 mL of CH2Cl2. To this was added 38 mL of satd NaHCO3 (aq) followed by acetyl chloride (1.41 mL 19,8 mmol). The resulting mixture was stirred 45 min. The organic layer was separated, washed with satd NaCl, dried over Na2SO4, filtered and solvent removed under vacuum to yield 1.1 grams of N-biphenyl-3-ylmethyl-acetamide.

Workup

  1. customThe organic layer was separated
  2. washwashed with satd NaCl
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customsolvent removed under vacuum

Sources & evidence

ORD record
ord-dedfeb76dab54b4b9c853a25bd0c6433
Source dataset
uspto-grants-2004_10
Patent number
US06803378B2

Linked notes

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