Water → {3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl}-acetic acid

HRID 1097902ノート

反応式

HRID 1097902 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:23][C:24]#N)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=1)([OH:14])[C:10]([F:13])([F:12])[F:11].[OH2:26].[OH-:27].[Na+]>Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:23][C:24]([OH:27])=[O:26])[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=1)([OH:14])[C:10]([F:13])([F:12])[F:11]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86629102HCID 86629102、化合物

生成物 1

HCID 25254450{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl}-acetic acid

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
80 °C

実験手順

{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl}-acetonitrile was suspended in aq. conc. HCl (3 mL) and stirred for 1 hour at 80° C. The mixture was allowed to cool and poured into water. The pH of the solution was adjusted to 6-7 with diluted NaOH. The aqueous layer was extracted three times with ethyl acetate and the extracts were dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (silica gel, gradient of ethyl acetate in heptane) to give the title compound as a colorless solid (16 mg). MS (m/e)=408.1 (MH+).

後処理

  1. temperatureto cool
  2. extractionThe aqueous layer was extracted three times with ethyl acetate
  3. dry with materialthe extracts were dried over Na2SO4
  4. customevaporated
  5. customThe residue was purified by flash chromatography (silica gel, gradient of ethyl acetate in heptane)

出典と根拠

ORDレコード
ord-7637e97e644e499997e6721c519b43f1
出典データセット
uspto-grants-2012_03
特許番号
US08143280B2

反応ノート

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