Thionyl Chloride → HCID 89996174, 화합물

HRID 2276044노트

반응식

HRID 2276044 반응식
[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

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 90001797HCID 90001797, 화합물

생성물 1

HCID 89996174HCID 89996174, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-0796a9d1e17b482c94780890e10c49fe
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09131697B2

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