Methyl alpha-hydroxyisobutyrate → 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester

HRID 1842041노트

반응식

HRID 1842041 반응식
[Na].[CH3:2][O:3][C:4](=[O:9])[C:5]([OH:8])([CH3:7])[CH3:6].Br[C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[C:13]([Br:20])[N:12]=1>O1CCOCC1>[CH3:2][O:3][C:4](=[O:9])[C:5]([O:8][C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[C:13]([Br:20])[N:12]=1)([CH3:7])[CH3:6]

참가 물질

5

반응물 3

HCID 75024Methyl alpha-hydroxyisobutyrateHCID 5550532,6-Dibromo-3-nitropyridineHCID 5360545Sodium2회

생성물 1

HCID 866651342-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester수율 20.9%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

반응 조건

온도
50 °C

실험 절차

330 mg sodium were suspended in 10 ml 1,4-dioxan. Then 1.7 g 2-Hydroxy-2-methyl-propionic acid methyl ester were added dropwise. The mixture was stirred at 50° C. for thirty minutes and then at 70° C. for thirty minutes until all sodium was dissolved. This solution was then added dropwise to a solution of 2.7 g 2,6-dibromo-3-nitro pyridine in 5 ml 1,4 dioxan at 0° C. The cooling bathe was removed and the mixture stirred at room temperature overnight and then at 70° C. for four hours. The cooled reaction mixture was reduced in vacuo and the residue purified by chromatography on silica gel to obtain 640 mg 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester as a white solid.

후처리

  1. customThe cooling bathe was removed
  2. stirringthe mixture stirred at room temperature overnight
  3. customThe cooled reaction mixture
  4. customthe residue purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-ad3862f54a46484abea1580c24b20d77
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946212B2

반응 노트

불러오는 중…