(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 426224ノート

反応式

HRID 426224 の反応式
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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b8affaf97ea74f478ac2a4a4e14b82f4
出典データセット
uspto-grants-2012_01
特許番号
US08106064B2

反応ノート

読み込み中…