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

HRID 426657ノート

反応式

HRID 426657 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 233434803-(3-Iodo-2-propynyloxy)pyridine収率 86%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-682ed077760248118f169c2cd89233ef
出典データセット
uspto-grants-1979_10
特許番号
US04170704

反応ノート

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