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

HRID 2229253노트

반응식

HRID 2229253 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 521998p-Toluenesulfonic acid monohydrateHCID 18467047HCID 18467047, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-355e4eb836264ec1ac4080633f01fce4
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06420375B1

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