Iodine → 2-Chloro-3-hydroxy-4-iodo-6-(1-hydroxyethyl)-pyridine

HRID 1637766

반응식

HRID 1637766 반응식
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH:9]([OH:11])[CH3:10])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[I:18]I>O>[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([I:18])[CH:5]=[C:4]([CH:9]([OH:11])[CH3:10])[N:3]=1

참가 물질

5

반응물 3

HCID 807IodineHCID 11430Potassium CarbonateHCID 106073192-Chloro-6-(1-hydroxyethyl)pyridin-3-ol

생성물 1

HCID 107092992-Chloro-3-hydroxy-4-iodo-6-(1-hydroxyethyl)-pyridine수율 62.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2-Chloro-3-hydroxy-6-(1-hydroxyethyl)-pyridine (4.5 g, 23.6 mmole) is suspended in 70 ml water in a 200 ml one neck round bottom flask. The suspension is treated successively with potassium carbonate (6.5 g, 47.2 mmole) and iodine (12.0 g, 47.2 mmole) and the reaction mixture is stirred 4 h at room temperature. The excess iodine is quenched with saturated sodium thiosulfate and the pH of the reaction mixture is adjusted to 3 with 10% hydrochloric acid. The solid is collected, washed with water, and is taken up in ethyl acetate. The organic layer is dried over magnesium sulfate and is concentrated in vacuo to a yellow solid. The solid is washed with chloroform and is dried to provide 4.4 g (62%) of 2-chloro-3-hydroxy-4-iodo-6-(1-hydroxyethyl)-pyridine.

후처리

  1. customThe excess iodine is quenched with saturated sodium thiosulfate
  2. customThe solid is collected
  3. washwashed with water
  4. dry with materialThe organic layer is dried over magnesium sulfate
  5. concentrationis concentrated in vacuo to a yellow solid
  6. washThe solid is washed with chloroform
  7. customis dried

출처 및 근거

ORD 기록
ord-43da3d095d3c423ab544b703886d59de
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06043248

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