Hydrochloric Acid → Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate

HRID 966423ノート

反応式

HRID 966423 の反応式
C(OC([NH:8][CH2:9][C:10]1[O:14][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:12][N:11]=1)=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][CH2:9][C:10]1[O:14][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:12][N:11]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 10084542Ethyl 5-(((tert-butoxycarbonyl)amino)methyl)-1,3,4-oxadiazole-2-carboxylate2 回

生成物 1

HCID 11378755Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate収率 93.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

In an alternative procedure, compound 8 (33.3 g, 0.12 mol) is added portionwise to a 0° C. commercially available solution of hydrogen chloride in 1,4-dioxan (Aldrich, 4 M, 750 ml.) Compound 8 slowly dissolves to afford a clear yellow solution. After stirring for approximately 30 minutes, the reaction mixture turns cloudy. The starting material is consumed in about two hours, as determined by TLC on silica using methylene chloride:ethyl acetate (9:1) as the eluent. The reaction mixture is filtered and a colorless solid product is obtained. The solid is washed exhaustively with ether (1L) to afford 19.2 g (76%) of compound 9.

後処理

  1. dissolutionslowly dissolves
  2. customto afford a clear yellow solution
  3. customThe starting material is consumed in about two hours
  4. filtrationThe reaction mixture is filtered
  5. customa colorless solid product is obtained
  6. washThe solid is washed exhaustively with ether (1L)

出典と根拠

ORDレコード
ord-61b94a6a7cc143f9afa0120c24b9b904
出典データセット
uspto-grants-2005_10
特許番号
US06951946B2

反応ノート

読み込み中…