Acetamide → N-Benzylacetamide

HRID 1763091Notes

Reaction equation

HRID 1763091 reaction equation
[C:1]([NH2:4])(=[O:3])[CH3:2].[CH2:5](Cl)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CN(C)C=O>[CH2:5]([NH:4][C:1](=[O:3])[CH3:2])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 178AcetamideHCID 7503Benzyl Chloride

Product 1

HCID 11500N-BenzylacetamideYield 72.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 200 ml of N,N-dimethylformamide, were added 12 g of acetamide, 105 g of LEVATIT MP-500, which was also used in Example 68, and 32 g of benzylchloride. They were .reacted at 50° C. for 4 hours with stirring. After the reaction, the reaction solution was treated in the same manner as in Example 69, the resulting distillation residue was recrystallized from benzene, thereby providing 22 g of N-benzylacetamide having a melting point of 61°-62° C.

Workup

  1. customAfter the reaction
  2. additionthe reaction solution was treated in the same manner as in Example 69
  3. distillationthe resulting distillation residue
  4. customwas recrystallized from benzene

Sources & evidence

ORD record
ord-4bd48144438540499931dfbd5d40e12e
Source dataset
uspto-grants-1989_05
Patent number
US04835312

Reaction notes

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