Acetyl chloride → 2-Phenoxyacetanilide

HRID 1750914

反応式

HRID 1750914 の反応式
[O:1]([C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:22](Cl)(=[O:24])[CH3:23]>ClCCl>[O:1]([C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH:10][C:22](=[O:24])[CH3:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 75899Benzenamine, 2-phenoxy-

生成物 1

HCID 8970802-Phenoxyacetanilide収率 98%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

The mixture of 2-phenoxyaniline (100 g, 540 mmol), triethylamine (0.090 L, 648 mmol) and 1 L dichloromethane was cooled to 0° C. by ice bath. Acetyl chloride (0.04 L, 567 mmol) was added dropwise. After the addition completed, the reaction was stirred under room temperature for 2 h. The mixture was concentrated and diluted by dichloromethane. The organic phase was washed by water and dried over sodium sulfate. The crude product was purified by silica gel column (20% EtOAc in hexane) to give red brown oily solid N-(2-phenoxyphenyl)acetamide (120 g, 98% yield).

後処理

  1. additionAfter the addition
  2. concentrationThe mixture was concentrated
  3. additiondiluted by dichloromethane
  4. washThe organic phase was washed by water
  5. dry with materialdried over sodium sulfate
  6. customThe crude product was purified by silica gel column (20% EtOAc in hexane)

出典と根拠

ORDレコード
ord-1404d205651c425bac288e7484b73921
出典データセット
uspto-grants-2015_10
特許番号
US09156870B2

関連ノート

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