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

HRID 2425568노트

반응식

HRID 2425568 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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]−.

후처리

  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

출처 및 근거

ORD 기록
ord-6e22d231ef704ab8b95983c4d7d12f77
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07964732B2

반응 노트

불러오는 중…