Water → 4-Iodoresorcinol

HRID 494844ノート

反応式

HRID 494844 の反応式
[I:1]Cl.[C:3]1([CH:10]=[CH:9][CH:8]=[C:6]([OH:7])[CH:5]=1)[OH:4].O.S([O-])([O-])=O.[Na+].[Na+]>C(OCC)C>[I:1][C:8]1[CH:9]=[CH:10][C:3]([OH:4])=[CH:5][C:6]=1[OH:7]

参加物

6

反応物 4

HCID 962WaterHCID 5054ResorcinolHCID 24437Sodium SulfiteHCID 24640Iodine chloride

生成物 1

HCID 6167384-Iodoresorcinol収率 50%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of iodine monochloride (8.2 g, 50.5 mmol) in dry diethyl ether (100 mL) was added drop-wise over 45 minutes to a cold solution (0° C.) of resorcinol (5.5 g, 49.9 mmol) in dry ether (50 mL). After stirring at room temperature for one hour 100 mL of water and 1.0 g of sodium sulfite was added. The organic phase was separated and the aqueous phase was washed with 100 mL of ether, the combine ether phase was dried over sodium sulfate and evaporated under reduced pressure. The residue was purified using flash chromatography over silica gel using a mixture of CH2Cl2:MeOH (100:1) to provide the title compound in 50% yield. 1HNMR (300 MHz, CDCl3) δ 4.95 (s, 1H), 6.23 (m, 1H), 6.55 (m, 1H), 7.43 (m, 1H). MS (CDI) m/z 237 (M+H)+.

後処理

  1. additionwas added
  2. customThe organic phase was separated
  3. washthe aqueous phase was washed with 100 mL of ether
  4. dry with materialthe combine ether phase was dried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe residue was purified
  7. additiona mixture of CH2Cl2:MeOH (100:1)

出典と根拠

ORDレコード
ord-7123cffd23354d90a2a57d047970ffdd
出典データセット
uspto-grants-2009_05
特許番号
US07538138B2

反応ノート

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