Sodium Hydroxide → 2-(1-Methylcyclopropyl)quinoline-6-carboxylic acid

HRID 2425568ノート

反応式

HRID 2425568 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]([C:15]1([CH3:18])[CH2:17][CH2:16]1)[CH:9]=[CH:8]2)=[O:4].[OH-].[Na+]>CO>[CH3:18][C:15]1([C:10]2[CH:9]=[CH:8][C:7]3[C:12](=[CH:13][CH:14]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=3)[N:11]=2)[CH2:16][CH2:17]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 66636963Methyl 2-(1-methylcyclopropyl)quinoline-6-carboxylate

生成物 1

HCID 595441812-(1-Methylcyclopropyl)quinoline-6-carboxylic acid収率 84%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of Methyl-2-(1-methylcyclopropyl)quinoline-6-carboxylate (225 mg, 0.93 mmol) and 2M sodium hydroxide solution (2 ml. 4 mmol) in methanol (10 ml) was heated at 60° C. for 2 hours. After the solvent was evaporated in vacuo, the residue was dissolved in water. The aqueous solution was neutralized with 2M hydrochloric acid solution (2 ml) and the precipitated white solid was extracted with ethyl acetate (×3). The combined solution was washed with brine, dried over sodium sulfate and concentrated in vacuo to give crude white solid, which was recrystallized from ethyl acetate and hexane to furnish the title compound (177 mg, 84%) as a white solid. MS (ESI): m/z 228.15 [M+H]+, 226.13 [M−H]−.

後処理

  1. customAfter the solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in water
  3. extractionthe precipitated white solid was extracted with ethyl acetate (×3)
  4. washThe combined solution was washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto give crude white solid, which
  8. customwas recrystallized from ethyl acetate and hexane

出典と根拠

ORDレコード
ord-6e22d231ef704ab8b95983c4d7d12f77
出典データセット
uspto-grants-2011_06
特許番号
US07964732B2

反応ノート

読み込み中…