Acetyl chloride → 2-Phenoxyacetanilide

HRID 1750914

반응식

HRID 1750914 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 8970802-Phenoxyacetanilide수율 98%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1404d205651c425bac288e7484b73921
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156870B2

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