Water → HCID 178450084、化合物

HRID 1368548

反応式

HRID 1368548 の反応式
BrC1C=CC2C(=CC=C(OCF)C=2)C=1.[F:15][CH2:16][O:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[CH:24]=[C:23]([C:28]([C:33]1[N:34]=[CH:35][N:36](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:37]=1)([OH:32])[CH:29]([CH3:31])[CH3:30])[CH:22]=[CH:21]2.C([Li])CCC.C(C1N=CN(C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=1)=O.O>CCOCC.CCCCCC.C1COCC1>[F:15][CH2:16][O:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[CH:24]=[C:23]([C:28]([C:33]1[N:34]=[CH:35][NH:36][CH:37]=1)([OH:32])[CH:29]([CH3:31])[CH3:30])[CH:22]=[CH:21]2

参加物

8

反応物 4

HCID 962WaterHCID 6182331-(triphenylmethyl)-1H-imidazole-4-carbaldehydeHCID 185202081-(6-Fluoromethyloxynaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol 2-Bromo-6-fluoromethyloxynaphthaleneHCID 178418339Butyllithium

生成物 1

HCID 178450084HCID 178450084、化合物収率 212.7%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

反応条件

温度
-70 °C

実験手順

Production of 1-(6-Fluoromethyloxynaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol 2-Bromo-6-fluoromethyloxynaphthalene (2.10 g) was dissolved in ether (100 ml), and the solution was cooled to −70° C. To the solution was slowly added a solution of n-butyllithium in hexane (1.6 M, 5.7 ml), and the mixture was stirred at −70° C. for 20 min. To the mixture was added dropwise a solution of 4-formyl-1-trityl-1H-imidazole (1.58 g) in THF (10 ml). The mixture was stirred for 20 min at −70° C. To the mixture was added water, and the mixture was extracted with ethyl acetate and dried. The solvent was distilled off and the residue was purified by silica gel chromatography (eluent, hexane:ethyl acetate=1:1) followed by recrystallization from diisopropyl ether to give the titled compound (1.73 g) as colorless needles.

後処理

  1. stirringThe mixture was stirred for 20 min at −70° C
  2. extractionthe mixture was extracted with ethyl acetate
  3. customdried
  4. distillationThe solvent was distilled off
  5. customthe residue was purified by silica gel chromatography (eluent, hexane:ethyl acetate=1:1)
  6. customfollowed by recrystallization from diisopropyl ether

出典と根拠

ORDレコード
ord-3393665c27394134946795a64bd73413
出典データセット
uspto-grants-2003_06
特許番号
US06573289B1

関連ノート

読み込み中…