Iodine → 3-(3-Iodo-2-propynyloxy)pyridine

HRID 27043노트

반응식

HRID 27043 반응식
[CH2:1]([O:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[C:2]#[CH:3].[OH-].[Na+].[I:13]I.O>CO>[I:13][C:3]#[C:2][CH2:1][O:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1

참가 물질

6

반응물 4

HCID 807IodineHCID 962WaterHCID 14798Sodium HydroxideHCID 114236223-(Prop-2-ynyloxy)pyridine

생성물 1

HCID 233434803-(3-Iodo-2-propynyloxy)pyridine수율 86%

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
0 °C

실험 절차

In 300 ml methanol was dissolved 39.0 g (0.27 mole) 3-(2-propynyloxy)pyridine. This solution was cooled to 0° C. and 54.0 g (1.35 moles) sodium hydroxide was added slowly while maintaining the temperature at 0°-5° C. Iodine (82.0 g, 0.32 mole) was added portionwise followed by the addition of 400 ml methanol. After stirring for 2 hours at room temperature, the reaction mixture was poured into cold water. The resulting precipitate was filtered and dried. This crude product was recrystallized from 350 ml methanol and 75 ml toluene to give 60.0 g (86% yield) 3-(3-iodo-2-propynyloxy)pyridine, mp 130° C. with decomposition.

후처리

  1. temperaturewhile maintaining the temperature at 0°-5° C
  2. filtrationThe resulting precipitate was filtered
  3. customdried
  4. customThis crude product was recrystallized from 350 ml methanol and 75 ml toluene

출처 및 근거

ORD 기록
ord-dd81a9bcdf6d44b3a5a6c2e17603467e
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220577

반응 노트

불러오는 중…