Hydrochloric Acid → 4-(4-Hydroxy-phenylsulfanyl)-3-nitro-phenol

HRID 605180노트

반응식

HRID 605180 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[OH:12][C:13]1[CH:18]=[CH:17][C:16]([SH:19])=[CH:15][CH:14]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl>CN(C)C=O>[OH:12][C:13]1[CH:18]=[CH:17][C:16]([S:19][C:2]2[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])=[CH:15][CH:14]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 10796Cesium carbonateHCID 691274-Chloro-3-nitrophenolHCID 2401474-Mercaptophenol

생성물 1

HCID 670403614-(4-Hydroxy-phenylsulfanyl)-3-nitro-phenol수율 45%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-Chloro-3-nitro-phenol (2.0 g, 11.52 mmol), 4-hydroxythiophenol (1.45 g, 11.52 mmol) and cesium carbonate (11.26 g, 34.56 mmol) in N,N-dimethylformamide (25 mL) was heated to 100° C. for 4 hours. After cooling to room temperature, 1N aqueous Hydrochloric acid (150 mL) was added and the resultant solution extracted with ethyl acetate (2×100 mL), the combined extracts dried over magnesium sulfate, filtered and concentrated under vacuum to provide the crude title compound which was purified by chromatography on silica gel using hexanes/ethyl acetate as eluent to obtain the title product as a bright orange solid (1.35 g, 45%).

후처리

  1. extractionthe resultant solution extracted with ethyl acetate (2×100 mL)
  2. dry with materialthe combined extracts dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. customto provide the crude title compound which
  6. customwas purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-2676fca8d7cd44498849cb8e41b54672
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

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