2-Bromo-4-nitroanisole → 3-Bromo-4-methoxyaniline

HRID 19884

반응식

HRID 19884 반응식
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[O:11][CH3:12]>C(O)C>[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[O:11][CH3:12]

참가 물질

3

반응물 1

HCID 788702-Bromo-4-nitroanisole

생성물 1

HCID 9610833-Bromo-4-methoxyaniline

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
70 °C

실험 절차

Stannous chloride (96.839 g, 5.0 eq.) was added to a solution of 2-bromo-4-nitroanisole (23.7 g, 1.0 eq.) in ethanol (250 mL) and the mixture was stirred at 70° C. for 2 h, partitioned between ethyl acetate and sodium bicarbonate solution 10%. The pH was adjusted to 9 with 1N sodium hydroxide solution and the aqueous layer was extracted twice with ethyl acetate. The combined organic fractions were washed with water and brine, dried over magnesium sulfate, filtered, evaporated to dryness and purified on silica gel, eluting with hexane/ethyl acetate 1:1, to yield 13.82 g (67%) from the desired product as light brown solid. MS (m/e): 204.1 (MH+, 100%).

후처리

  1. custompartitioned between ethyl acetate and sodium bicarbonate solution 10%
  2. extractionthe aqueous layer was extracted twice with ethyl acetate
  3. washThe combined organic fractions were washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. custompurified on silica gel
  8. washeluting with hexane/ethyl acetate 1:1

출처 및 근거

ORD 기록
ord-f39bf865ebcb4bb39f868cb4430bed9f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745479B2

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