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

HRID 1767015노트

반응식

HRID 1767015 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 (3×'s) and the ethyl acetate washed with water (3×'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=10.9 2.8 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 (3×'s) and the ethyl acetate
  2. washwashed with water (3×'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-9d124bd8384f4575bae4f4ff1723bd02
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07232826B2

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