Hydrochloric Acid → N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester

HRID 1270772ノート

反応式

HRID 1270772 の反応式
[CH2:1]([O:3][C:4](=[O:17])[NH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[CH:12]=2)[CH:7]=1)[CH3:2].[Cl:18]N1C(=O)CCC1=O.Cl.O>C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:17])[NH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[CH:12]=2)[C:7]=1[Cl:18])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 31398ChlorosuccinimideHCID 68803058N-(6-chloro-2-naphthyl)carbamic acid ethyl ester

生成物 1

HCID 68803921N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
50 °C

実験手順

A mixture of N-(6-chloro-2-naphthyl)carbamic acid ethyl ester (725 mg, 2.90 mmol), N-chlorosuccinimide (387 mg, 2.90 mmol) and 1 M HCl in acetic acid (2.90 mL, 2.90 mmol) in acetic acid (20 mL) is heated at 50° C. under N2 atmosphere for 1 hour. After cooling to room temperature, water (10 mL) is added and extracted with EtOAc. The organic layer is washed with brine, dried (Na2SO4) and concentrated by rotary evaporator to give N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester as a yellow solid.

後処理

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with EtOAc
  3. washThe organic layer is washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated by rotary evaporator

出典と根拠

ORDレコード
ord-172da2645f774c2ab22370424b1158b9
出典データセット
uspto-grants-2007_04
特許番号
US07202364B2

反応ノート

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