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

HRID 1455033

反応式

HRID 1455033 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6f100998f097426f9286c799955820e4
出典データセット
uspto-grants-2009_01
特許番号
US07482340B2

関連ノート

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