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Water → 8-Acetoxy-10-chloro-9-hydroxy-1,4-anthracenedione

HRID 620901
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HRID 620901 반응식
[Cl:1][C:2]1[C:15]2[C:10](=[C:11]([OH:16])[CH:12]=[CH:13][CH:14]=2)[C:9]([OH:17])=[C:8]2[C:3]=1[C:4](=[O:19])[CH:5]=[CH:6][C:7]2=[O:18].O.[O:21]1CC[CH2:23][CH2:22]1>C(OC(=O)C)(=O)C.N1C=CC=CC=1>[C:22]([O:16][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:10]=1[C:9]([OH:17])=[C:8]1[C:3]([C:4](=[O:19])[CH:5]=[CH:6][C:7]1=[O:18])=[C:2]2[Cl:1])(=[O:21])[CH3:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 1366779410-Chloro-8,9-dihydroxy-1,4-anthracenedione2회

생성물 1

HCID 110344498-Acetoxy-10-chloro-9-hydroxy-1,4-anthracenedione

시약·촉매·용매 2

HCID 1049Pyridine촉매HCID 7918Acetic Anhydride촉매

실험 절차

10-Chloro-8,9-dihydroxy-1,4-anthracenedione (compound 3) (180 mg) was dissolved with stirring in dry tetrahydrofuran (15 ml) at room temperature. Acetic anhydride (20 drops) and pyridine (15 drops) were added to the solution which was then stirred for 48 h. Acidified water was added and the suspension was extracted with dichloromethane. The combined organic layers were dried and evaporated, and the residue was column chromatographed on silica gel 60 (100 g) with chloroform/acetone mixture as the eluant. The major red band gave the product (compound 4) as a red solid (177 mg, 85%).

후처리

  1. extractionthe suspension was extracted with dichloromethane
  2. customThe combined organic layers were dried
  3. customevaporated
  4. customchromatographed on silica gel 60 (100 g) with chloroform/acetone mixture as the eluant

출처 및 근거

ORD 기록
ord-c7b4992f2a4d477c879ebddef80de30b
출처 데이터셋
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04822873

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