Water → 2-Chloro-3-(prop-2-yn-1-yloxy)pyridine

HRID 27037

반응식

HRID 27037 반응식
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[OH-].[K+].[CH2:11](Cl)[C:12]#[CH:13].O>CN(C=O)C.CCOCC>[Cl:1][C:2]1[C:7]([O:8][CH2:13][C:12]#[CH:11])=[CH:6][CH:5]=[CH:4][N:3]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 122213-Chloro-1-propyneHCID 14797Potassium HydroxideHCID 811362-Chloro-3-pyridinol

생성물 1

HCID 233434882-Chloro-3-(prop-2-yn-1-yloxy)pyridine수율 52.2%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

반응 조건

온도
15 °C

실험 절차

To a solution of 15.6 g (0.12 mole) 2-chloro-3-pyridinol in 200 ml DMF were added 6.7 g (0.12 mole) powdered potassium hydroxide. After cooling to 15° C., 9.0 g (0.12 mole) propargyl chloride was added dropwise. This mixture was stirred at room temperature for 2 hrs., then 200 ml water and 400 ml ether were added. After agitating, the organic layer was separated, dried over anhydrous magnesium sulfate, filtered and concentrated to leave 16.0 g crude product. Recrystallization from hexane gave 10.5 g pure 2-chloro-3-(2-propynyloxy)pyridine, mp 78°-79°.

후처리

  1. stirringAfter agitating
  2. customthe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto leave 16.0 g crude product
  7. customRecrystallization from hexane

출처 및 근거

ORD 기록
ord-1266bcf6f3ac417eb2ed36367379b475
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220577

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