Chlorosuccinimide → 2-Chloro-4-(2-methoxy-ethyl)-phenylamine

HRID 1446115노트

반응식

HRID 1446115 반응식
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1.[Cl:12]N1C(=O)CCC1=O>C(O)(C)C>[Cl:12][C:7]1[CH:6]=[C:5]([CH2:4][CH2:3][O:2][CH3:1])[CH:10]=[CH:9][C:8]=1[NH2:11]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 30201354-(2-Methoxyethyl)aniline

생성물 1

HCID 536303492-Chloro-4-(2-methoxy-ethyl)-phenylamine

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

2 g (13.2 mmol) of 4-(2-methoxy-ethyl)-phenylamine (Example 42b) and 1.85 g (13.9 mmol) of N-chlorosuccinimide (Aldrich, Buchs, Switzerland) in 26 ml of isopropanol are stirred at rt for 30 min. The reaction mixture is evaporated to dryness and the residue is taken in EtOAc. The organic layers is washed with sat. aqueous NaHCO3 (2×), dried over MgSO4, filtered and evaporated. The residue is purified by flash chromatography on silica gel (hexane-EtOAc 5:1 to 2:1) to provide the title compound as an oil. ES-MS: 186 (M+H)+; analytical HPLC: tret=2.42 minutes (Grad 1).

후처리

  1. customThe reaction mixture is evaporated to dryness
  2. washThe organic layers is washed with sat. aqueous NaHCO3 (2×)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue is purified by flash chromatography on silica gel (hexane-EtOAc 5:1 to 2:1)

출처 및 근거

ORD 기록
ord-adb554ea4fd04a65b306faafa3e8214b
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07667039B2

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