[5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanol → 5-(3-Fluoro-benzyloxy)-pyridine-2-carbaldehyde

HRID 433213노트

반응식

HRID 433213 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][OH:14])=[N:11][CH:12]=1>O=[Mn]=O.C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH:13]=[O:14])=[N:11][CH:12]=1

참가 물질

4

반응물 1

HCID 11148991[5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanol

생성물 1

HCID 111722915-(3-Fluoro-benzyloxy)-pyridine-2-carbaldehyde수율 80%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 6212Chloroform용매

실험 절차

A mixture of [5-(3-fluoro-benzyloxy)-pyridin-2-yl]-methanol (3.8 g, 16.3 mmol), MnO2 (12 g, 138 mmol) and chloroform (50 ml) was heated under reflux for 30 min. The dark solids were then removed by filtration over celite. The filtrate was evaporated and the residue purified by chromatography (SiO2, AcOEt-hexanes 1:1) to afford the title compound (3.0 g, 80%) as a light yellow oil with solidified on standing. MS: m/e=232.2 (M+H+).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 30 min
  3. customThe dark solids were then removed by filtration over celite
  4. customThe filtrate was evaporated
  5. customthe residue purified by chromatography (SiO2, AcOEt-hexanes 1:1)

출처 및 근거

ORD 기록
ord-4b2002b963c943b5822fd958ffa05b7e
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06667327B2

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