Ethyl 2-thenoate → Ethyl 4-nitrothiophene-2-carboxylate

HRID 505802

反応式

HRID 505802 の反応式
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]([O:17][CH2:18][CH3:19])=[O:16]>S(=O)(=O)(O)O>[N+:1]([C:13]1[CH:12]=[C:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[S:10][CH:14]=1)([O-:4])=[O:2]

参加物

4

反応物 2

HCID 76052Ethyl 2-thenoateHCID 71777668Sulfuric acid, mixt. with nitric acid

生成物 1

HCID 12380975Ethyl 4-nitrothiophene-2-carboxylate収率 96%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

A solution of nitric acid/sulfuric acid (1:2.5) was added dropwise to a stirred solution (2.7 M) of ethyl 2-thiophene carboxylate in sulfuric acid at −10° C. After stirring for an additional half an hour, the reaction mixture was poured into ice-water. The resulting precipitate was filtered, washed with water and dried to give the title compound (96%) as a mixture 1:1 of 4-nitro and 5-nitro regioisomers.

後処理

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water
  3. customdried

出典と根拠

ORDレコード
ord-89cf60e7883645b18bcd89b4b2e377f0
出典データセット
uspto-grants-2010_08
特許番号
US07781431B2

関連ノート

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