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Iodoethane → ethyl 2-(5-methyl-1H-tetrazol-1-yl)benzoate

HRID 1858147
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HRID 1858147 반응식
[CH3:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]([OH:11])=[O:10])[N:5]=[N:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].I[CH2:23][CH3:24]>CC(C)=O>[CH2:23]([O:10][C:9](=[O:11])[C:8]1[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=1[N:6]1[C:2]([CH3:1])=[N:3][N:4]=[N:5]1)[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 125241922-(5-methyl-1H-tetrazol-1-yl)benzoic acid

생성물 1

HCID 3761737ethyl 2-(5-methyl-1H-tetrazol-1-yl)benzoate수율 87.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Acetone (3.2 L) and 2-(5-methyl-1H-tetrazol-1-yl)benzoic acid (228 g) were combined then stirred at ambient temperature for 15 minutes. Potassium carbonate (228 g) was added to the reaction mixture in a single portion. Iodoethane (366.8 g) was added dropwise to the reaction mixture producing a slight exotherm. The reaction mixture was heated at reflux for about 4 hours then stirred overnight while cooling to ambient temperature. The precipitated salts were removed by filtration then rinsed with acetone. The combined filtrates were evaporated under vacuum. The residue was dissolved in dichloromethane (1.5 L). The dichloromethane solution was washed with water (1.5 L), dried over magnesium sulfate then concentrated under vacuum to provide 227 g of ethyl-2-(5-methyl-1H-tetrazol-1-yl)benzoate as a white solid m.p. 98-100° C.

후처리

  1. customproducing a slight exotherm
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux for about 4 hours
  4. customThe precipitated salts were removed by filtration
  5. washthen rinsed with acetone
  6. customThe combined filtrates were evaporated under vacuum
  7. dissolutionThe residue was dissolved in dichloromethane (1.5 L)
  8. washThe dichloromethane solution was washed with water (1.5 L)
  9. dry with materialdried over magnesium sulfate
  10. concentrationthen concentrated under vacuum

출처 및 근거

ORD 기록
ord-4dd3112f1c4c493bbe1846d5ae4e633a
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06150523

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