Hydrochloric Acid → Ethyl (2-fluoro-4-nitrophenyl)acetate

HRID 2240216ノート

反応式

HRID 2240216 の反応式
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH:11]([C:16]([O:18][CH3:19])=[O:17])C(OC)=O.O.[Cl-].[Li+].[Cl-].[Na+].Cl.[CH3:26]S(C)=O>C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:16]([O:18][CH2:19][CH3:26])=[O:17]

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 962WaterHCID 5234Sodium ChlorideHCID 433294Lithium ChlorideHCID 53429620Dimethyl 2-(2-fluoro-4-nitrophenyl)malonate

生成物 1

HCID 56776686Ethyl (2-fluoro-4-nitrophenyl)acetate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

500 mg (1.84 mmol) of dimethyl (2-fluoro-4-nitrophenyl)malonate are dissolved in 10 ml of DMSO. 33.2 mg (1.84 mmol) of water and 313 mg (7.37 mmol) of lithium chloride are added, and the mixture is heated at 100° C. for 3 hours. The reaction solution is then poured into 30 ml of ethyl acetate and shaken with saturated sodium chloride solution and with dilute hydrochloric acid. The mixture is dried over sodium sulfate and the solvent is removed under reduced pressure. The oil obtained is purified by preparative HPLC. The product fractions are extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and the solvent is removed under reduced pressure. This gives an oil which, after seeding with product crystals, quickly crystallizes.

後処理

  1. dry with materialThe mixture is dried over sodium sulfate
  2. customthe solvent is removed under reduced pressure
  3. customThe oil obtained
  4. customis purified by preparative HPLC
  5. extractionThe product fractions are extracted with ethyl acetate
  6. dry with materialThe combined organic phases are dried over sodium sulfate
  7. customthe solvent is removed under reduced pressure
  8. customThis gives an oil which
  9. customquickly crystallizes

出典と根拠

ORDレコード
ord-9e0ec4a134a94e80b6b2110756aabd4d
出典データセット
uspto-grants-2010_05
特許番号
US07723347B2

反応ノート

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