Water → 1-[(E)-4-(2-naphthyl)-3-buten-1-yl]-1H-imidazole

HRID 2229253ノート

反応式

HRID 2229253 の反応式
[N:1]1([CH2:6][CH2:7][CH2:8][CH:9]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)O)[CH:5]=[CH:4][N:3]=[CH:2]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C(COC)OC>[CH:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:19]=[CH:20][C:11]=1/[CH:9]=[CH:8]/[CH2:7][CH2:6][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

5

反応物 3

HCID 962WaterHCID 521998p-Toluenesulfonic acid monohydrateHCID 18467047HCID 18467047、化合物

生成物 1

HCID 129730871-[(E)-4-(2-naphthyl)-3-buten-1-yl]-1H-imidazole収率 26.7%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

A mixture of 4-(1H-imidazol-1-yl)-1-(2-naphthyl)-1-butanol (0.450 g) and p-toluenesulfonic acid hydrate (0.589 g) in dimethoxyethane (20 ml) was refluxed for 16 hours. To the mixture was added water, then the whole was concentrated and extracted with ethyl acetate. The extract was washed with water and brine, dried and concentrated. The residue was chromatographed on silica gel (ethyl acetate-MeOH=20:1) followed by crystallization from ethyl acetate-hexane to give the titled compound (0.112 g) as a colorless powder.

後処理

  1. temperaturewas refluxed for 16 hours
  2. concentrationthe whole was concentrated
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water and brine
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel (ethyl acetate-MeOH=20:1)
  8. customfollowed by crystallization from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-355e4eb836264ec1ac4080633f01fce4
出典データセット
uspto-grants-2002_07
特許番号
US06420375B1

反応ノート

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