Acetic Acid → Tert-butyl 2-amino-4-bromobenzoate

HRID 2191615노트

반응식

HRID 2191615 반응식
CO.C(O)(=O)C.[Br:7][C:8]1[CH:20]=[CH:19][C:11]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[C:10]([N+:21]([O-])=O)[CH:9]=1.C(=O)([O-])O.[Na+]>[Fe].C(OCC)(=O)C>[NH2:21][C:10]1[CH:9]=[C:8]([Br:7])[CH:20]=[CH:19][C:11]=1[C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 887MethanolHCID 516892Sodium BicarbonateHCID 26369829tert-Butyl 4-bromo-2-nitrobenzoate

생성물 1

HCID 58508534Tert-butyl 2-amino-4-bromobenzoate수율 86.8%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 8857Ethyl Acetate용매

실험 절차

Iron powder 3.0 g were added to a mixed solution methanol 28 mL and acetic acid 28 mL of tert-butyl 4-bromo-2-nitrobenzoate 5.5 g, it was heated and refluxed for 1 hour. After the reaction mixture was cooled to room temperature, saturated sodium hydrogen carbonate aqueous solution and ethyl acetate were added to it, and insoluble matter was filtrated. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with saturated sodium hydrogen carbonate aqueous solution and saturated sodium chloride aqueous solution, the solvent was removed under reduced pressure to give tert-butyl 2-amino-4-bromobenzoate 4.3 g of pale yellow oil.

후처리

  1. temperaturewas heated
  2. temperaturerefluxed for 1 hour
  3. filtrationwas filtrated
  4. customThe organic layer was separated
  5. washafter sequential washing with saturated sodium hydrogen carbonate aqueous solution and saturated sodium chloride aqueous solution
  6. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-2553bf351ebf41e68b94daa25ffaef4c
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08327467B2

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