Water → 3-Amino-5-fluoro-2-nitro phenyl acetic acid

HRID 970351노트

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HRID 970351 반응식
C([O:5][C:6](=[O:26])[CH:7]([C:15]1[CH:20]=[C:19]([F:21])[CH:18]=[C:17]([NH2:22])[C:16]=1[N+:23]([O-:25])=[O:24])C(OC(C)(C)C)=O)(C)(C)C.O>Cl.O1CCOCC1>[NH2:22][C:17]1[C:16]([N+:23]([O-:25])=[O:24])=[C:15]([CH2:7][C:6]([OH:26])=[O:5])[CH:20]=[C:19]([F:21])[CH:18]=1

참가 물질

5

반응물 2

HCID 962WaterHCID 235418872-(3-Amino-5-fluoro-2-nitro-phenyl)-malonic acid di-tert-butyl ester

생성물 1

HCID 235416553-Amino-5-fluoro-2-nitro phenyl acetic acid

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

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온도
40 °C

실험 절차

To the 2-(3-Amino-5-fluoro-2-nitro-phenyl)-malonic acid di-tert-butyl ester (140 g) in 500 mL of 4N HCl in dioxane was added 50 mL of water and heated to 40° C. for 2 days. The solution was extracted with ethyl acetate (3X's) and the ethyl acetate washed with water (3X's) and brine. The organic fraction was dried over MgSO4 and was concentrated to give 78 g of crude (66% pure by LC/MS); 1H NMR (500 MHz, DMSO) δ 12.40 (brs, 1H), 7.04 (s, 2H), 6.68 (dd, J=10.92.8 Hz, 1H), 6.47 (dd, J=10.9, 2.8 Hz, 1H), 3.80 (s, 2H).

후처리

  1. extractionThe solution was extracted with ethyl acetate (3X's)
  2. washthe ethyl acetate washed with water (3X's) and brine
  3. dry with materialThe organic fraction was dried over MgSO4
  4. concentrationwas concentrated
  5. customto give 78 g of crude (66% pure by LC/MS)

출처 및 근거

ORD 기록
ord-599a310c7baf4ef68b1f12af255b691c
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312215B2

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