Phenyl chloroformate → Phenyl (2,3-dichlorophenoxy)carbamate

HRID 1073024ノート

反応式

HRID 1073024 の反応式
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[O:4][NH2:5].Cl[C:12]([O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:13]>N1C=CC=CC=1.ClCCl>[C:15]1([O:14][C:12](=[O:13])[NH:5][O:4][C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([Cl:10])[C:2]=2[Cl:1])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 2

HCID 15891Phenyl chloroformateHCID 13574896HCID 13574896、化合物

生成物 1

HCID 13746370Phenyl (2,3-dichlorophenoxy)carbamate収率 83%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

9.10 g (51.1 mmole) of 2,3-dichlorophenoxyamine was dissolved in 7.5 ml of pyridine and 70 ml of dichloromethane, and the solution was cooled to -10° C. Then, 30 ml of a dichloromethane solution containing 7.28 g (46.5 mmole) of phenyl chloroformate was dropwise added thereto over a period of 1 hour, and the mixture was stirred at a temperature of from -10° to 25° C. for 6 hours. The solvent was distilled off under reduced pressure, and 300 ml of ethyl acetate was added. The mixture was washed with water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure, and the residue thereby obtained was recrystallized from toluene/hexane, whereby 11.5 g of the desired product was obtained as light brown crystals (yield: 83%)

後処理

  1. additionwas dropwise added
  2. distillationThe solvent was distilled off under reduced pressure, and 300 ml of ethyl acetate
  3. additionwas added
  4. washThe mixture was washed with water
  5. dry with materiala saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate
  6. distillationEthyl acetate was distilled off under reduced pressure
  7. customthe residue thereby obtained
  8. customwas recrystallized from toluene/hexane

出典と根拠

ORDレコード
ord-a338d541ede243e78ebd07fe6869ae6a
出典データセット
uspto-grants-1990_11
特許番号
US04968341

反応ノート

読み込み中…