Methyl 7-nitrobenzo[b]thiophene-2-carboxylate → Methyl 7-amino-1-benzothiophene-2-carboxylate

HRID 1986650ノート

反応式

HRID 1986650 の反応式
[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]2[C:10]([N+:14]([O-])=O)=[CH:11][CH:12]=[CH:13][C:7]=2[CH:6]=1)=[O:4].[H][H]>CCOC(C)=O.[Pd]>[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]2[C:10]([NH2:14])=[CH:11][CH:12]=[CH:13][C:7]=2[CH:6]=1)=[O:4]

参加物

5

反応物 2

HCID 57722418Methyl 7-nitrobenzo[b]thiophene-2-carboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 45089769Methyl 7-amino-1-benzothiophene-2-carboxylate収率 100%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

7-Nitro-benzo[b]thiophene-2-carboxylic acid methyl ester (1 g, 4.22 mmol) was suspended in EtOAc (40 mL) and a suspension of 10% Pd/C (400 mg) in 20 mL EtOAc was added. Hydrogen gas was introduced into the flask from an H2-filled balloon attached to a needle inserted through a septum. The black suspension was stirred 12 h at room temperature. After stirring 12 h, the black suspension was filtered through diatomaceous earth and the filter cake was washed several times with EtOAc. The combined filtrates were dried (MgSO4), filtered and the solvent was removed to afford 7-amino-benzo[b]thiophene-2-carboxylic acid methyl ester as a yellow solid (860 mg, 100%).

後処理

  1. additionwas added
  2. additionfilled balloon
  3. stirringAfter stirring 12 h
  4. filtrationthe black suspension was filtered through diatomaceous earth
  5. washthe filter cake was washed several times with EtOAc
  6. dry with materialThe combined filtrates were dried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was removed

出典と根拠

ORDレコード
ord-902c04a3c0be420d8688b6029100b3d9
出典データセット
uspto-grants-2009_06
特許番号
US07550461B2

反応ノート

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