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Epichlorohydrin → 1-hydroxy-3-(oxiran-2-ylmethoxy)-9H-thioxanthen-9-one

HRID 83102
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인쇄 미리보기

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HRID 83102 반응식
[CH2:1]([CH:3]1[O:5][CH2:4]1)Cl.[OH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[S:12][C:11]=2[CH:10]=[C:9]([OH:22])[CH:8]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[OH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[S:12][C:11]=2[CH:10]=[C:9]([O:22][CH2:1][CH:3]2[CH2:4][O:5]2)[CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 112880161,3-dihydroxy-9H-thioxanthen-9-one

생성물 1

HCID 866684331-hydroxy-3-(oxiran-2-ylmethoxy)-9H-thioxanthen-9-one수율 18.6%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
57.5 °C

실험 절차

Epichlorohydrin (0.24 mL, 3.05 mmol) was added dropwise to a mixture of 1,3-dihydroxy-9H-thioxanthen-9-one (137 mg, 0.61 mmol) and K2CO3 (169 mg, 1.22 mmol) in anhydrous acetone (15 mL) in a dry round-bottom flask, followed by stirring under reflux at a temperature of 55 to 60° C. for one day. Solid of the reaction mixture was filtered and the solvent was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent: CH2Cl2) to give the title compound (34 mg, 18.6%) as a yellow solid.

후처리

  1. filtrationSolid of the reaction mixture was filtered
  2. customthe solvent was removed under reduced pressure
  3. customThe resulting residue was purified by silica gel column chromatography (developing solvent: CH2Cl2)

출처 및 근거

ORD 기록
ord-8290f983f64f434aa54538d98ae06482
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846749B2

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