4-Nitroaniline → p-Nitrophenylurethane

HRID 724834

反応式

HRID 724834 の反応式
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].CCN(CC)CC.Cl[C:19]([O:21][CH2:22][CH3:23])=[O:20]>C(Cl)(Cl)Cl>[CH2:22]([O:21][C:19]([NH:8][C:7]1[CH:9]=[CH:10][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)=[O:20])[CH3:23]

参加物

5

反応物 3

HCID 74754-NitroanilineHCID 8471TriethylamineHCID 10928Ethyl chloroformate

生成物 1

HCID 230135p-Nitrophenylurethane

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

To a cooled (0° C.) suspension of 4-nitroaniline (10 g, 0.072 mol) and Et3N (10 mL) in CHCl3 (120 mL), was added dropwise ethyl chloroformate (6.9 mL) and the mixture was stirred under an argon atmosphere at room temperature overnight. CHCl3 was added and the resulting solution was washed with 1N HCl. The layers were separated, the aqueous phase was washed with CHCl3 and the combined organic extracts were dried and concentrated. The residue was chromatographed on silica gel (hexane:EtOAc, 30%) to afford N-(ethoxycarbonyl)-4-nitroaniline (1.7 g).

後処理

  1. temperatureTo a cooled
  2. washthe resulting solution was washed with 1N HCl
  3. customThe layers were separated
  4. washthe aqueous phase was washed with CHCl3
  5. customthe combined organic extracts were dried
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel (hexane:EtOAc, 30%)

出典と根拠

ORDレコード
ord-0aa353dec71e421e93b481f6562f52de
出典データセット
uspto-grants-1998_01
特許番号
US05705504

関連ノート

読み込み中…