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

HRID 1986650노트

반응식

HRID 1986650 반응식
[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]

참가 물질

5

반응물 2

HCID 57722418Methyl 7-nitrobenzo[b]thiophene-2-carboxylateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 45089769Methyl 7-amino-1-benzothiophene-2-carboxylate수율 100%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-902c04a3c0be420d8688b6029100b3d9
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07550461B2

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