Methyl 5-((hydroxyimino)methyl)thiophene-2-carboxylate → HCID 14871948、化合物

HRID 1397239

反応式

HRID 1397239 の反応式
O[N:2]=[CH:3][C:4]1[S:8][C:7]([C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:5]=1>C(OC(=O)C)(=O)C>[C:3]([C:4]1[S:8][C:7]([C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:5]=1)#[N:2]

参加物

3

反応物 1

HCID 72740488Methyl 5-((hydroxyimino)methyl)thiophene-2-carboxylate

生成物 1

HCID 14871948HCID 14871948、化合物収率 99.7%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

A solution of methyl 5-((hydroxyimino)methyl)thiophene-2-carboxylate (440 mg, 2.4 mmol) in acetic anhydride (10 mL) was refluxed for 16 h. After completion, the reaction mixture was cooled to room temperature, concentrated under reduced pressure and the residue was dissolved in diethyl ether. The organic layer was washed with 10% aqueous NaOH solution, water and brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to yield methyl 5-cyanothiophene-2-carboxylate (5-cyano-thiophene-2-carboxylic acid methyl ester) (400 mg, yield 90%) which was carried through without any further purification. 1H NMR (400 MHz, DMSO-d6) δ 7.77 (d, J=4.2 Hz, 1H), 7.60 (d, J=4.1 Hz, 1H), 3.95 (s, 3H).

後処理

  1. concentrationconcentrated under reduced pressure
  2. dissolutionthe residue was dissolved in diethyl ether
  3. washThe organic layer was washed with 10% aqueous NaOH solution, water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-a5fb5d6652714366a689781b8c78d6d9
出典データセット
uspto-grants-2014_12
特許番号
US08901156B2

関連ノート

読み込み中…