Hydrochloric Acid → 2-(2-Hydroxy-1-phenylethylsulfanyl)benzene-1,4-diol

HRID 31314

반응식

HRID 31314 반응식
[SH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[C:16]1([CH:22]2[CH2:24][O:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>O>[OH:23][CH2:24][CH:22]([S:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[OH:9])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7276Styrene OxideHCID 11430Potassium CarbonateHCID 27361672-Mercaptobenzene-1,4-diol

생성물 1

HCID 179785022-(2-Hydroxy-1-phenylethylsulfanyl)benzene-1,4-diol

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a stirred solution of 2-mercaptobenzene-1,4-diol (0.5 g) and potassium carbonate (0.49 g) in water (5 ml) was added 2-phenyloxirane (0.40 ml) under argon. The mixture was stirred at room temperature for 2.5 hours and then treated with 2 M HCl and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried and evaporated. The crude product was purified by column chromatography using heptane-ethyl acetate (1:1) as an eluant. 1H NMR (400 MHz, d6-DMSO) δ: 8.94 (br s, 1H), 8.72 (br s, 1H), 7.24-7.37 (m, 5H), 6.62-6.65 (m, 2H), 6.47 (dd, 1H, J 8.6, 2.8 Hz), 4.97 (br s, 1H), 4.34 (m, 1H), 3.72 (m, 2H).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layers were washed with water and brine
  3. customdried
  4. customevaporated
  5. customThe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-64fdd82e7fb34dfcb404b245e8d54464
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425568B2

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