Stannous Chloride → 2-Methoxycarbonylmethyl-5-amino-benzoic acid methyl ester

HRID 869422노트

반응식

HRID 869422 반응식
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:5]=1[CH2:13][C:14]([O:16][CH3:17])=[O:15].Cl[Sn]Cl>CO>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[CH2:13][C:14]([O:16][CH3:17])=[O:15]

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 123467632-Methoxycarbonylmethyl-5-nitro-benzoic acid methyl ester

생성물 1

HCID 123467642-Methoxycarbonylmethyl-5-amino-benzoic acid methyl ester수율 66.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

2-methoxycarbonylmethyl-5-nitro-benzoic acid methyl ester (2.2 g, 8.8 mmol) was dissolved in MeOH (30 mL), then heated to 50° C. To the solution was added SnCl2 (5.89 g, 31 mmol) in batches. The reaction mixture was stirred at this temperture for 1 day. TLC monitored the reaction. After the reaction completed, the solvent was evaporated. To the residue was added ethyl acetate and base, adjusted pH to 8˜9, then filtered though celite and washed with ethyl acetate. The organic layer of the filtrate was collected and washed with water, dried over anhydrous Na2SO4 and concentrated to give 1.3 g of 5-amino-2-methoxycarbonylmethyl-benzoic acid methyl ester (18D).

후처리

  1. customthe reaction
  2. customthe solvent was evaporated
  3. additionTo the residue was added ethyl acetate and base
  4. filtrationfiltered though celite
  5. washwashed with ethyl acetate
  6. customThe organic layer of the filtrate was collected
  7. washwashed with water
  8. dry with materialdried over anhydrous Na2SO4
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-050ff54ec1a94c338a060bbf0c8ba0a2
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969373B2

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