Chlorosuccinimide → 3-Chloro-1H-indole-5-carboxylic acid methyl ester

HRID 1976782

반응식

HRID 1976782 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[Cl:14]N1C(=O)CCC1=O>CO>[Cl:14][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([C:10]([O:12][CH3:13])=[O:11])[CH:5]=2)[NH:1][CH:2]=1

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 2737635methyl 1H-indole-5-carboxylate

생성물 1

HCID 219987283-Chloro-1H-indole-5-carboxylic acid methyl ester수율 66.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of methyl 5-indolecarboxylate (501.1 mg, 2.65 mmol) in methanol (15 mL) was treated with N-chlorosuccinimide (425.4 mg, 3.18 mmol), stirred for 18 hours, and concentrated. The concentrate was dissolved into ethyl acetate, and this solution was washed with 1M NaHCO3 (2×), dried (MgSO4), filtered, and concentrated. The concentrate was purified on silica gel with 15% ethyl acetate/hexanes to provide 368.8 mg of the desired product.

후처리

  1. concentrationconcentrated
  2. dissolutionThe concentrate was dissolved into ethyl acetate
  3. washthis solution was washed with 1M NaHCO3 (2×)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe concentrate was purified on silica gel with 15% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-932d88836c234f719928692ef1000938
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06228868B1

연결된 노트

불러오는 중…