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

HRID 1673332노트

반응식

HRID 1673332 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-bromobenzoate

시약·촉매·용매 2

HCID 23925Iron촉매HCID 8857Ethyl Acetate용매

실험 절차

3.0 g of iron powder was added to a mixed solution of 28 mL of methanol and 28 mL of acetic acid containing 5.5 g of tert-butyl 4-bromo-2-nitrobenzoate, and the resulting mixture was heated to reflux for 1 hour. After one reaction mixture was cooled to room temperature, a saturated sodium hydrogen carbonate aqueous solution and ethyl acetate were added and insoluble were removed by filtration. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium hydrogen carbonate aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure to obtain 4.3 g of tert-butyl 2-amino-4-bromobenzoate as pale yellow oil.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 1 hour
  3. customAfter one reaction mixture
  4. custominsoluble were removed by filtration
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous magnesium sulfate
  7. washafter washed with a saturated sodium hydrogen carbonate aqueous solution
  8. customa saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-7c5a92a8245349f4a096f4864f0d1190
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07999132B2

반응 노트

불러오는 중…