Thionyl Chloride → 6-[(4-Fluorophenyl)oxy]-3-pyridinecarbonyl chloride

HRID 534732노트

반응식

HRID 534732 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[N:14]=[CH:13][C:12]([C:15]([OH:17])=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[N:14]=[CH:13][C:12]([C:15]([Cl:20])=[O:17])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 167905786-(4-Fluorophenoxy)pyridine-3-carboxylic acid

생성물 1

HCID 231490426-[(4-Fluorophenyl)oxy]-3-pyridinecarbonyl chloride수율 100.7%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

6-[(4-Fluorophenyl)oxy]-3-pyridinecarboxylic acid (D14) (0.232 g, 0.994 mmol) was dissolved in 1,4-dioxane (6 mL) and thionyl chloride (0.363 mL, 4.972 mmol) added dropwise. The mixture was heated at reflux for 3.5 h, then cooled and concentrated in vacuo. DCM was added to the residue which was then re-concentrated to yield 6-[(4-fluorophenyl)oxy]-3-pyridinecarbonyl chloride as a yellow oil (0.252 g) which was used directly in step 2.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3.5 h
  3. temperaturecooled
  4. concentrationconcentrated in vacuo
  5. additionDCM was added to the residue which
  6. concentrationwas then re-concentrated

출처 및 근거

ORD 기록
ord-b5041b7932394b8ca2d7a90f3f5685f1
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853218B2

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