(3-Chloro-2,5,6-trifluoro-pyridin-4-yl)-acetic acid benzyl ester → (3-Chloro-2,5,6-trifluoro-pyridin-4-yl)-acetic acid

HRID 426224노트

반응식

HRID 426224 반응식
C([O:8][C:9](=[O:21])[CH2:10][C:11]1[C:16]([F:17])=[C:15]([F:18])[N:14]=[C:13]([F:19])[C:12]=1[Cl:20])C1C=CC=CC=1>[Pd].C1COCC1>[Cl:20][C:12]1[C:13]([F:19])=[N:14][C:15]([F:18])=[C:16]([F:17])[C:11]=1[CH2:10][C:9]([OH:21])=[O:8]

참가 물질

4

반응물 1

HCID 59184738(3-Chloro-2,5,6-trifluoro-pyridin-4-yl)-acetic acid benzyl ester

생성물 1

HCID 23118969(3-Chloro-2,5,6-trifluoro-pyridin-4-yl)-acetic acid수율 78.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of (3-chloro-2,5,6-trifluoro-pyridin-4-yl)-acetic acid benzyl ester (29 g, 91.86 mmol), anhydrous THF (180 ml), and 10% palladium on carbon (1 g) was stirred for 4 hr. at room temperature under hydrogen atmosphere. The reaction mixture was then filtered through celite pad and the pad was washed with ethanol. The combined filtrate was evaporated in vacuo and the residue was recrystallized from dichloromethane to afford 16.2 g (78%) of (3-chloro-2,5,6-trifluoro-pyridin-4-yl)-acetic acid as a white solid. m.p. 127-129° C.: 1H NMR (200 MHz, CDCl3) δ 3.97 (2H, d, J=1.6 Hz), 8.50 (1H, br. s).

후처리

  1. customat room temperature
  2. filtrationThe reaction mixture was then filtered through celite pad
  3. washthe pad was washed with ethanol
  4. customThe combined filtrate was evaporated in vacuo
  5. customthe residue was recrystallized from dichloromethane

출처 및 근거

ORD 기록
ord-b8affaf97ea74f478ac2a4a4e14b82f4
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106064B2

반응 노트

불러오는 중…