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

HRID 970351ノート

反応式

HRID 970351 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
40 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-599a310c7baf4ef68b1f12af255b691c
出典データセット
uspto-grants-2007_12
特許番号
US07312215B2

反応ノート

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