Thionyl Chloride → HCID 23089870, 화합물

HRID 1863993노트

반응식

HRID 1863993 반응식
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[C:3]=1[C:4](O)=[O:5].S(Cl)(Cl)=O>O1CCCC1>[Cl:1][C:2]1[C:3]([CH2:4][OH:5])=[C:7]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[CH:8]=[CH:9][N:10]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 230898882-Chloro-4-(4-chlorophenyl)pyridine-3-carboxylic acid

생성물 1

HCID 23089870HCID 23089870, 화합물수율 83.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-chloro-4-(4-chlorophenyl)nicotinic acid (2.4 g) in tetrahydrofuran (60 ml) was added thionyl chloride (3.2 g), and the mixture was heated under reflux for 3 hrs. The solvent was evaporated under reduced pressure, and the residue was dissolved in tetrahydrofuran (60 ml). Sodium borohydride (1.5 g) was added by small portions at 0° C., and the mixture was allowed to warm gradually and stirred at room temperature for 2 hrs. Water was added to quench the reaction and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.9 g) as a colorless oil.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hrs
  3. customThe solvent was evaporated under reduced pressure
  4. dissolutionthe residue was dissolved in tetrahydrofuran (60 ml)
  5. additionSodium borohydride (1.5 g) was added by small portions at 0° C.
  6. temperatureto warm gradually
  7. additionWater was added
  8. customto quench
  9. customthe reaction
  10. extractionthe mixture was extracted with ethyl acetate
  11. washThe organic layer was washed successively with water and saturated brine
  12. dry with materialdried over anhydrous magnesium sulfate
  13. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-07a61fb8c9714ec997527bbb5ed85889
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07625887B2

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