Acetic Anhydride → HCID 10400088, compound

HRID 728116Notes

Reaction equation

HRID 728116 reaction equation
[CH3:1][C:2]1[C:3]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>C(OCC)(=O)C>[CH3:1][C:2]1[C:3]([CH2:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[CH:14][CH:15]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 11820506HCID 11820506, compound

Product 1

HCID 10400088HCID 10400088, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 3-methyl-2-[2-(4-aminophenyl)ethyl]pyridine (14.2 g) and acetic anhydride (13.65 g) in ethyl acetate (150 ml) was stirred at ambient temperature for 2 hours. The reaction mixture was washed with saturated sodium bicarbonate solution and brine successively and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was recrystallized from a mixture of diethyl ether and ethyl acetate to give 3-methyl-2-[2-(4-acetamidophenyl)ethyl]pyridine (16.3 g).

Workup

  1. washThe reaction mixture was washed with saturated sodium bicarbonate solution and brine successively
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was evaporated in vacuo
  4. customthe residue was recrystallized from a mixture of diethyl ether and ethyl acetate

Sources & evidence

ORD record
ord-7d12045034da4141a63f54e82cd85cef
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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