Iodoethane → HCID 67160209、化合物

HRID 601632ノート

反応式

HRID 601632 の反応式
[C:1]([O:5][C:6](=[O:15])[NH:7][CH2:8][CH2:9][C:10]1[NH:14][N:13]=[N:12][N:11]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[CH2:18](I)[CH3:19]>C1COCC1.C(OC(=O)C)C>[C:1]([O:5][C:6](=[O:15])[NH:7][CH2:8][CH2:9][C:10]1[N:11]=[N:12][N:13]([CH2:18][CH3:19])[N:14]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 178453348HCID 178453348、化合物

生成物 1

HCID 67160209HCID 67160209、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of [2-(1H-Tetrazol-5-yl)-ethyl]-carbamic acid tert-butyl ester (EP 449523) (1.0 g, 4.69 mmol) in dry THF (20 ml) is treated with a 60% dispersion of sodium hydride in mineral. oil (0.19 g, 4.69 mmol) and stirred at ambient temperature for 10 minutes. Ethyliodide (0.375 ml, 4.69 mmol) is added and the reaction mixture is heated at reflux for 7 hours, then diluted with ethylacetate and filtered. The filtrate is evaporated and the residue purified by flash silica chromatography (elution 3:2 hexanelethylacetate) to afford [2-(2-Ethyl-2H-tetrazol-5-yl)-ethyl]-carbamic acid tert-butyl ester, which elutes first, and the titled compound, [2-(1-Ethyl-1H-tetrazol-5-yl)-ethyl]-carbamic acid tert-butyl ester, which elutes next.

後処理

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux for 7 hours
  3. filtrationfiltered
  4. customThe filtrate is evaporated
  5. customthe residue purified by flash silica chromatography (elution 3:2 hexanelethylacetate)

出典と根拠

ORDレコード
ord-c9bf2c3934c041ddb443f136780d0504
出典データセット
uspto-grants-2011_03
特許番号
US07902375B2

反応ノート

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