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

HRID 1858147
ノート
印刷プレビュー

反応式

HRID 1858147 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4dd3112f1c4c493bbe1846d5ae4e633a
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06150523

反応ノート

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