5-Ethynyl-2-methylpyridine → 3-Acetyl-6-methylpyridine

HRID 1183783

反応式

HRID 1183783 の反応式
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH3:9])=[N:7][CH:8]=1)#[CH:2].C1(C)C=CC=CC=1.S(=O)(=O)(O)[OH:18]>>[CH3:9][C:6]1[N:7]=[CH:8][C:3]([C:1](=[O:18])[CH3:2])=[CH:4][CH:5]=1

参加物

3

反応物 2

HCID 6381975-Ethynyl-2-methylpyridineHCID 22282551HCID 22282551、化合物

生成物 1

HCID 952923-Acetyl-6-methylpyridine収率 2,704.3%

反応条件

温度
50 °C

実験手順

1.0 g 5-ethynyl-2-methylpyridine (8.5 mmol) was loaded into a flask provided with magnetic anchor and was dissolved in 10 mL of a 1:4 toluene/sulfuric acid mixture (0.29 mmol). The resulting solution was heated to 50° C. overnight, then after quenching to room temperature, the solution was basified by the addition of NaHCO3, then it was extracted with AcOEt (3×20 mL) and finally, anhydrified on anhydrous MgSO4. The organic phase was then concentrated under vacuum yielding 1.06 g product, equal to a molar yield of 91% as a yellow oil.

後処理

  1. customprovided with magnetic anchor
  2. customafter quenching to room temperature
  3. additionthe solution was basified by the addition of NaHCO3
  4. extractionit was extracted with AcOEt (3×20 mL)
  5. concentrationThe organic phase was then concentrated under vacuum

出典と根拠

ORDレコード
ord-56f35e875ee7416bb36eec67165659a1
出典データセット
uspto-grants-2014_03
特許番号
US08664402B2

関連ノート

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