3-Phenylpyridine → 2-Methyl-5-phenylpyridine

HRID 892221노트

반응식

HRID 892221 반응식
[C:1]1([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][Li]>C(OCC)C>[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[N:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 138863-PhenylpyridineHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 767442-Methyl-5-phenylpyridine

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a cooled (−70° C.) solution of 3-phenylpyridine (1.43 mL, 10.0 mmoles) in diethyl ether (7.5 mL) is added dropwise methyllithium (LiBr complex, 1.5 M in diethyl ether, 7.33 mL, 11.0 mmoles). After letting warm to room temperature over 16 hours the reaction is cooled (0° C.) and quenched with distilled water (5 mL). The reaction is then extracted with methylene chloride, the organic layer isolated and concentrated, and the resulting residue purified by column chromatography (silica, 3:1 hexane: EtOAc) to yield the title compound as a pale yellow oil. MS(ESI) 170 (M+H)+.

후처리

  1. temperatureis cooled (0° C.)
  2. customquenched with distilled water (5 mL)
  3. extractionThe reaction is then extracted with methylene chloride
  4. customthe organic layer isolated
  5. concentrationconcentrated
  6. customthe resulting residue purified by column chromatography (silica, 3:1 hexane: EtOAc)

출처 및 근거

ORD 기록
ord-9f391ccfc2a144e1b9db62899f3d1216
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07005440B1

반응 노트

불러오는 중…