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

HRID 534732ノート

反応式

HRID 534732 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b5041b7932394b8ca2d7a90f3f5685f1
出典データセット
uspto-grants-2014_10
特許番号
US08853218B2

反応ノート

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