Acetanilide → Acetamide, N-(m-methoxyphenyl)-N-phenyl-

HRID 1977658

Reaction equation

HRID 1977658 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].I[C:12]1[CH:13]=[C:14]([O:18][CH3:19])[CH:15]=[CH:16][CH:17]=1>>[CH3:19][O:18][C:14]1[CH:13]=[C:12]([N:4]([C:1](=[O:3])[CH3:2])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 904AcetanilideHCID 69839Benzene, 1-iodo-3-methoxy-

Product 1

HCID 58591Acetamide, N-(m-methoxyphenyl)-N-phenyl-Yield 67%

Procedure

Using acetanilide (3.7 g) and 3-iodoanisole, a reaction was made in the same manner as is 1) of Production Example 2. The subsequent purification by silica gel column chromatography (developing solvent, ethyl acetate:hexane=1:3 to 1:2) produced 3-methoxy-N-phenylacetanilide (4.44 g; yield, 67%) as a pale brown oil.

Workup

  1. customThe subsequent purification by silica gel column chromatography (developing solvent, ethyl acetate:hexane=1:3 to 1:2)

Sources & evidence

ORD record
ord-f7783c372a0b4943b7418b85a7624bf7
Source dataset
uspto-grants-2001_05
Patent number
US06235730B1

Linked notes

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