Thionyl Chloride → HCID 89996174、化合物

HRID 2276044ノート

反応式

HRID 2276044 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8]O)[C:5]([I:10])=[CH:4][CH:3]=1.S(Cl)([Cl:13])=O>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][Cl:13])[C:5]([I:10])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 90001797HCID 90001797、化合物

生成物 1

HCID 89996174HCID 89996174、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of (6-chloro-3-iodo-pyridin-2-yl)-methanol (2.5 g, 9.3 mmol, 1 eq) in DCM (25 mL) was added thionyl chloride (0.68 mL, 9.3 mmol, 1 eq) in drop wise manner at 0° C. under nitrogen atmosphere. Resulting reaction mixture was stirred at room temperature for 16 hours. After complete consumption of starting material, reaction mixture was cooled to 0° C. and quenched by aqueous sodium bicarbonate (25 mL), extracted with DCM (3×70 mL). Combined organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure to get brown semisolid (2.5 g, crude). Crude title compound was used as such for the next reaction. 1H NMR not clean. LC-MS: No ionization.

後処理

  1. customResulting
  2. customreaction mixture
  3. customAfter complete consumption of starting material, reaction mixture
  4. temperaturewas cooled to 0° C.
  5. customquenched by aqueous sodium bicarbonate (25 mL)
  6. extractionextracted with DCM (3×70 mL)
  7. dry with materialCombined organic phase was dried over anhydrous Na2SO4
  8. concentrationconcentrated under reduced pressure
  9. customto get brown semisolid (2.5 g, crude)

出典と根拠

ORDレコード
ord-0796a9d1e17b482c94780890e10c49fe
出典データセット
uspto-grants-2015_09
特許番号
US09131697B2

反応ノート

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