Sodium Hydroxide → 7-(4-Fluoro-phenyl)-4-methoxy-benzooxazol-2-ylamine

HRID 1611949노트

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HRID 1611949 반응식
COC(=O)[NH:4][C:5]1[O:6][C:7]2[C:13]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)=[CH:12][CH:11]=[C:10]([O:21][CH3:22])[C:8]=2[N:9]=1.[OH-].[Na+]>O1CCOCC1.C(O)CO>[F:20][C:17]1[CH:16]=[CH:15][C:14]([C:13]2[C:7]3[O:6][C:5]([NH2:4])=[N:9][C:8]=3[C:10]([O:21][CH3:22])=[CH:11][CH:12]=2)=[CH:19][CH:18]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 69288206[7-(4-Fluoro-phenyl)-4-methoxy-benzooxazol-2-yl]-carbamic acid methyl ester

생성물 1

HCID 222522347-(4-Fluoro-phenyl)-4-methoxy-benzooxazol-2-ylamine수율 42%

시약·촉매·용매 2

HCID 174Ethylene Glycol용매HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

To a stirred solution of 2.80 g (8.85 mmol) [7-(4-fluoro-phenyl)-4-methoxy-benzooxazol-2-yl]-carbamic acid methyl ester in 100 ml dioxane and 30 ml ethylene glycol was added 100 ml of a 5 N aq. sodium hydroxide solution, and the mixture was heated at 100° C. for 16 h. After cooling to room temperature the mixture was poured onto water and extracted three times with ethyl acetate. The combined organic phases were washed with brine, then dried over sodium sulphate and concentrated in vacuo. Trituration in ether afforded 0.95 g (42%) 7-(4-fluoro-phenyl)-4-methoxy-benzooxazol-2-yl-amine as an off-white solid. ES-MS m/e (%): 259 (M+H+, 100).

후처리

  1. temperatureAfter cooling to room temperature the mixture
  2. additionwas poured onto water
  3. extractionextracted three times with ethyl acetate
  4. washThe combined organic phases were washed with brine
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-72ab26b5f9094ee893488c82fac68f44
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06992083B2

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