Aniline → O-Ethylacetanilide

HRID 925026

反応式

HRID 925026 の反応式
[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5])[CH3:2].CCN(CC)CC.[C:17](Cl)(=[O:19])[CH3:18].NC1C=CC=CC=1>O.ClCCl>[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH:5][C:17](=[O:19])[CH3:18])[CH3:2]

参加物

7

反応物 4

HCID 6115AnilineHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 113572-Ethylaniline

生成物 1

HCID 36332O-Ethylacetanilide収率 58%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

2-ethylaniline (12.4 mL, 100 mmol) and NEt3 (15.4 mL, 110 mmol) were added to 100 mL of dichloromethane and cooled to 0° C. Acetyl chloride (7.10 mL 100 mmol) was added dropwise to the cooled aniline solution, affording a peach colored suspension after complete addition. The slurry was warmed to room temperature and heated to reflux overnight. The suspension was taken to dryness and the solid was treated with 200 mL of water. The solid was collected by filtration, washed with 200 mL of diethylether and dried in vacuo, yielding 9.45 g (58%) of white solid. 1H NMR (400 MHz, CDCl3): 7.68 (d, 1H), 7.26-7.11 (m, 4H), 2.59 (q, 2H), 2.18 (s, 3H), 1.22 (t, 3H).

後処理

  1. customaffording a peach colored suspension
  2. additionafter complete addition
  3. temperatureThe slurry was warmed to room temperature
  4. temperatureheated
  5. temperatureto reflux overnight
  6. filtrationThe solid was collected by filtration
  7. washwashed with 200 mL of diethylether
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-aee044eca39b4b1f8590e87e55ace7c8
出典データセット
uspto-grants-2016_03
特許番号
US09283555B2

関連ノート

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