Isopropyl iodide → 5-(4-Benzyloxyphenyl)-2-isopropyl-2H-tetrazole

HRID 423255

反応式

HRID 423255 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]=[N:17][NH:18][N:19]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH:22](I)([CH3:24])[CH3:23]>CN(C)C=O.C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:19]=[N:18][N:17]([CH:22]([CH3:24])[CH3:23])[N:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 47709095-[4-(benzyloxy)phenyl]-2H-tetrazole

生成物 1

HCID 586297825-(4-Benzyloxyphenyl)-2-isopropyl-2H-tetrazole収率 97.9%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

5-(4-Benzyloxyphenyl)-2H-tetrazole (500 mg) was added to a suspension of sodium hydride (96 mg) in dimethylformamide (5 mL) under ice-cooling. The mixture was stirred at room temperature for 0.5 hour. After addition of isopropyl iodide (405 mg) thereto, the mixture was stirred at 60° C. for 2 hours under heating. The reaction mixture was allowed to stand for cooling down to room temperature, diluted with ethyl acetate, washed with water and saturated brine, dried anhydrous sodium sulfate, and concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1, v/v) to give the title compound (571 mg).

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred at 60° C. for 2 hours
  3. temperatureunder heating
  4. temperaturefor cooling down to room temperature
  5. washwashed with water and saturated brine, dried anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography on silica gel (hexane

出典と根拠

ORDレコード
ord-f91d6be9cbca49738da14158e811620d
出典データセット
uspto-grants-2012_01
特許番号
US08101774B2

関連ノート

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