Iodoethane → Ethyl 5-acetoxy-2-(5-methyltetrazol-1-yl)benzoate

HRID 598333ノート

反応式

HRID 598333 の反応式
C(=O)([O-])[O-].[Cs+].[Cs+].[C:7]([O:10][C:11]1[CH:12]=[CH:13][C:14]([N:20]2[C:24]([CH3:25])=[N:23][N:22]=[N:21]2)=[C:15]([CH:19]=1)[C:16]([OH:18])=[O:17])(=[O:9])[CH3:8].I[CH2:27][CH3:28]>CC(C)=O>[C:7]([O:10][C:11]1[CH:12]=[CH:13][C:14]([N:20]2[C:24]([CH3:25])=[N:23][N:22]=[N:21]2)=[C:15]([CH:19]=1)[C:16]([O:18][CH2:27][CH3:28])=[O:17])(=[O:9])[CH3:8]

参加物

5

反応物 3

HCID 6340IodoethaneHCID 10796Cesium carbonateHCID 670509905-Acetoxy-2-(5-methyltetrazol-1-yl)benzoic acid

生成物 1

HCID 67051123Ethyl 5-acetoxy-2-(5-methyltetrazol-1-yl)benzoate収率 92.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

Cesium carbonate (176 g, 1.13 mol) was added to a solution of 5-acetoxy-2-(5-methyltetrazol-1-yl)benzoic acid (164 g, 0.620 mol) in 1.8 L of acetone. The mixture was stirred vigorously and iodoethane (116 g, 0.682 mol) diluted with 100 mL of acetone was added dropwise over a one-hour period. The reaction was stirred overnight at ambient temperature and was then concentrated under reduced pressure. The resulting solid was partitioned between dichloromethane and water. The aqueous fraction was extracted with dichloromethane and the combined organic fractions were dried over sodium sulfate, filtered, and concentrated to give 166 g of ethyl 5-acetoxy-2-(5-methyltetrazol-1-yl)benzoate as a brown oil.

後処理

  1. additionwas added dropwise over a one-hour period
  2. stirringThe reaction was stirred overnight at ambient temperature
  3. concentrationwas then concentrated under reduced pressure
  4. customThe resulting solid was partitioned between dichloromethane and water
  5. extractionThe aqueous fraction was extracted with dichloromethane
  6. dry with materialthe combined organic fractions were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-46d1a8f35cee4a87af63120b17e146fa
出典データセット
uspto-grants-2011_03
特許番号
US07897597B2

反応ノート

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