Benzocaine → Ethyl 4-amino-3-chlorobenzoate

HRID 3584

反応式

HRID 3584 の反応式
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[Cl:13]N1C(=O)CCC1=O>ClCCl>[Cl:13][C:12]1[CH:11]=[C:5]([CH:4]=[CH:3][C:2]=1[NH2:1])[C:6]([O:8][CH2:9][CH3:10])=[O:7]

参加物

4

反応物 2

HCID 2337BenzocaineHCID 31398Chlorosuccinimide

生成物 1

HCID 1515285Ethyl 4-amino-3-chlorobenzoate収率 73.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 8.26 g of ethyl 4-aminobenzoate, 8.26 g of N-chlorosuccinimide in 50 ml of dichloromethane is refluxed overnight. The mixture is washed with saturated NaHCO3 solution and dried (Na2SO4). The solution is passed through a thin pad of hydrous magnesium silicate and the filter cake washed with dichloromethane. The filtrate is concentrated and hexane added. Chilling gives 7.38 g of ethyl 3-chloro-4-aminobenzoate, m.p. 82°-83° C.

後処理

  1. temperatureis refluxed overnight
  2. washThe mixture is washed with saturated NaHCO3 solution
  3. dry with materialdried (Na2SO4)
  4. washthe filter cake washed with dichloromethane
  5. concentrationThe filtrate is concentrated
  6. additionhexane added
  7. temperatureChilling

出典と根拠

ORDレコード
ord-ad9d485deb4a410790b440b0d8fd2a4a
出典データセット
uspto-grants-1998_03
特許番号
US05733905

関連ノート

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