Methanol → 2-(6-Bromopyridin-2-yl)-2-methylpropanoic acid

HRID 385914노트

반응식

HRID 385914 반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8]([CH3:12])([CH3:11])[C:9]#N)[CH:5]=[CH:4][CH:3]=1.[OH-:13].[Na+].C[OH:16]>C(OCC)(=O)C.O>[Br:1][C:2]1[N:7]=[C:6]([C:8]([CH3:12])([CH3:11])[C:9]([OH:16])=[O:13])[CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 579696582-(6-Bromopyridin-2-yl)-2-methylpropanenitrile

생성물 1

HCID 595262532-(6-Bromopyridin-2-yl)-2-methylpropanoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

To a solution of 2-(6-bromopyridin-2-yl)-2-methylpropanenitrile (Example 367, Step 1) (50 mg, 0.22 mmol) in methanol (2 mL) was added 1 N aqueous sodium hydroxide (2 mL) and the mixture was heated to 80° C. overnight. The reaction was then cooled to ambient temperature, diluted with ethyl acetate (15 mL) and water (15 mL), and the layers were separated. The aqueous layer was acidified with 2 N hydrochloric acid solution and extracted with ethyl acetate (15 mL). The organic layer was dried over sodium sulfate, filtered and concentrated to yield the title compound.

후처리

  1. temperatureThe reaction was then cooled to ambient temperature
  2. customthe layers were separated
  3. extractionextracted with ethyl acetate (15 mL)
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-be9854e9a0e040d7828219353d31c3a7
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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