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

HRID 423255

반응식

HRID 423255 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f91d6be9cbca49738da14158e811620d
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101774B2

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