Chlorosuccinimide → 5-Chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

HRID 29383노트

반응식

HRID 29383 반응식
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([OH:16])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2].[Cl:17]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][C:13]([Cl:17])=[C:12]([OH:16])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 748649Ethyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylate

생성물 1

HCID 687146975-Chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester수율 48%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
-10 °C

실험 절차

To 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester 0.5 g (2.27 mmol) was added 5 mL of carbon tetrachloride, and the mixture was cooled with an ethanol/ice bath while 1 equivalent of N-chlorosuccinimide was added in small portions. After stirring at −10° C. for 3 h, the reaction mixture was filtered and the filtrate was loaded onto a silica gel column. Chromatography gave 259 mg (48% yield) of 5-chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as an off-white solid.

후처리

  1. additionwas added in small portions
  2. filtrationthe reaction mixture was filtered

출처 및 근거

ORD 기록
ord-2aa65abbca3b4cd083394450999cb7f1
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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