Ethyl 3-bromopropionate → Ethyl-3-(5-p-tolyl-2-tetrazolyl)propionate

HRID 584128ノート

反応式

HRID 584128 の反応式
[O-]CC.[Na+].[C:5]1([CH3:16])[CH:10]=[CH:9][C:8]([C:11]2[NH:15][N:14]=[N:13][N:12]=2)=[CH:7][CH:6]=1.Br[CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(O)C>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][CH2:18][N:13]1[N:14]=[N:15][C:11]([C:8]2[CH:7]=[CH:6][C:5]([CH3:16])=[CH:10][CH:9]=2)=[N:12]1)[CH3:24]

参加物

5

反応物 3

HCID 68320Ethyl 3-bromopropionateHCID 2723922Sodium ethoxideHCID 178424083HCID 178424083、化合物

生成物 1

HCID 22343049Ethyl-3-(5-p-tolyl-2-tetrazolyl)propionate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium ethoxide (21%, 173 μL, 0.536 mmol) was dissolved in 650 μL absolute ethanol along with 5-p-tolyl tetrazole (65.9 mmol) at reflux. Ethyl 3-bromo-propionate (69 μL, 0.536 mmol) was added at reflux and the mixture was maintained at reflux overnight. The crude mixtures were filtered, concentrated and extracted with diethyl ether and sat. NaHCO3. The organic layers were dried and evaporated. When necessary, further purification was performed by RP-HPLC to provide ethyl-3-(5-p-tolyl-2-tetrazolyl)propionate.

後処理

  1. temperatureat reflux
  2. temperatureat reflux
  3. temperaturethe mixture was maintained
  4. temperatureat reflux overnight
  5. filtrationThe crude mixtures were filtered
  6. concentrationconcentrated
  7. extractionextracted with diethyl ether and sat. NaHCO3
  8. customThe organic layers were dried
  9. customevaporated
  10. customWhen necessary, further purification

出典と根拠

ORDレコード
ord-21b2eadddd8645418a57c6164dd89393
出典データセット
uspto-grants-2005_08
特許番号
US06924284B2

反応ノート

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