Toluene → 5-(3,5-Dimethylphenylthio)-4-isopropyl-1-[2-(1-methoxycyclopentyloxy)ethoxymethyl]-2-methyl-1H-imidazole

HRID 1005504

反応式

HRID 1005504 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH2:15][O:16][CH2:17][CH2:18][OH:19])[C:13]([CH3:20])=[N:12][C:11]=2[CH:21]([CH3:23])[CH3:22])[CH:5]=[C:6]([CH3:8])[CH:7]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1.[CH3:43][O:44][C:45]1[CH2:49][CH2:48][CH2:47][CH:46]=1>C(Cl)Cl.C(N(CC)CC)C>[CH3:8][C:6]1[CH:5]=[C:4]([S:9][C:10]2[N:14]([CH2:15][O:16][CH2:17][CH2:18][O:19][C:45]3([O:44][CH3:43])[CH2:49][CH2:48][CH2:47][CH2:46]3)[C:13]([CH3:20])=[N:12][C:11]=2[CH:21]([CH3:23])[CH3:22])[CH:3]=[C:2]([CH3:1])[CH:7]=1

参加物

7

反応物 4

HCID 1140TolueneHCID 1368351-MethoxycyclopenteneHCID 4781802-[5-(3,5-Dimethyl-phenylsulfanyl)-4-isopropyl-2-methyl-imidazol-1-ylmethoxy]-ethanolHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 158871845-(3,5-Dimethylphenylthio)-4-isopropyl-1-[2-(1-methoxycyclopentyloxy)ethoxymethyl]-2-methyl-1H-imidazole収率 81%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

A solution of the compound 1 (33.4 mg, 0.1 mmol) and p-toluenesulfonic acid hydrate (20.4 mg, 0.108 mmol) in a mixture of methylene chloride (1 mL) -toluene (0.1 mL) was concentrated under reduced pressure. Trhe obtained residue was dissolved in methylene chloride (1 mL), to which was added 1-methoxycyclopentene (98.5 mg, 1 mmol), and the mixture was stirred for 2 hours. Triethylamine was added to the reaction mixture, and the mixture was concentrated under reduced pressure. The residue was purified by chromatography on an alumina column (eluate: hexane - ethyl acetate (2:1)) to give the same compound 2 (35 mg, 81 %) as the Example 1.

後処理

  1. concentrationwas concentrated under reduced pressure
  2. customTrhe obtained residue
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was purified by chromatography on an alumina column (eluate: hexane - ethyl acetate (2:1))

出典と根拠

ORDレコード
ord-58c3d984846e47e9a72096e01ed8c5c1
出典データセット
uspto-grants-2000_04
特許番号
US06054591

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