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1-(1H-Imidazol-4-yl)-1-(naphtho[2,1-b]furan-7-yl)-2-methyl-1-propanol → HCID 178450034、化合物

HRID 480468
ノート
印刷プレビュー

反応式

HRID 480468 の反応式
[NH:1]1[CH:5]=[C:4]([C:6]([C:11]2[CH:12]=[C:13]3[C:21](=[CH:22][CH:23]=2)[C:20]2[CH:19]=[CH:18][O:17][C:16]=2[CH:15]=[CH:14]3)([OH:10])[CH:7]([CH3:9])[CH3:8])[N:3]=[CH:2]1>C(O)(=O)C.[C].[Rh]>[CH2:19]1[CH2:18][O:17][C:16]2[CH:15]=[CH:14][C:13]3[C:21]([C:20]1=2)=[CH:22][CH:23]=[C:11]([C:6]([C:4]1[N:3]=[CH:2][NH:1][CH:5]=1)([OH:10])[CH:7]([CH3:9])[CH3:8])[CH:12]=3
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 1784500551-(1H-Imidazol-4-yl)-1-(naphtho[2,1-b]furan-7-yl)-2-methyl-1-propanol

生成物 1

HCID 178450034HCID 178450034、化合物収率 34.3%

試薬・触媒・溶媒 2

HCID 178503043HCID 178503043、化合物触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of 1-(1H-imidazol-4-yl)-1-(naphtho[2,1-b]furan-7-yl)-2-methyl-1-propanol (0.310 g) and 5% rhodium carbon (1.50 g) in acetic acid (50 mL) was stirred at room temperature for 7 h under hydrogen atmosphere at 4 atom pressure. Catalyst was filtered off, and the filtrate was concentrated. The residue was dissolved in ethyl acetate, washed with saturated sodium bicarbonate solution and brine, dried and concentrated. The residue was chromatographed on silica gel (eluent; dichloromethane:methanol=20:1) followed by crystallization from ethyl acetate to give the titled compound (0.107 g) as a colorless solid.

後処理

  1. filtrationCatalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with saturated sodium bicarbonate solution and brine
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel (eluent; dichloromethane:methanol=20:1)
  8. customfollowed by crystallization from ethyl acetate

出典と根拠

ORDレコード
ord-ccebd620045d4243b0d1f0c44a67cd15
出典データセット
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06649643B1

反応ノート

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