Phosphorus oxychloride → 4-Chloro-5-(4-methylphenyl)pyrimidine

반응식

O[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:6][N:5]=[CH:4][N:3]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:6][N:5]=[CH:4][N:3]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178423875HCID 178423875, 화합물

생성물 1

HCID 200930324-Chloro-5-(4-methylphenyl)pyrimidine수율 71%

실험 절차

A mixture of 4-hydroxy-5-(p-tolyl)pyrimidine (9 g, 48 mmol) and phosphorous oxychloride (44 ml) was heated under reflux for 2 hours. After the reaction mixture was concentrated to dryness, the residue was poured into iced water to precipitate crystals which were extraced with methylene chloride. The extract was washed with water, dried and concentrated to dryness. The residue was purified by column chromatography on silica gel to afford colorless powders (7 g, 71%), m.p. 67°-70° C.

후처리

temperaturewas heated
temperatureunder reflux for 2 hours
concentrationAfter the reaction mixture was concentrated to dryness
additionthe residue was poured into iced water
customto precipitate crystals which
washThe extract was washed with water
customdried
concentrationconcentrated to dryness
customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록: ord-676a0fad813844709279e9a036027c45
출처 데이터셋: uspto-grants-1995_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05389641

반응 노트

불러오는 중…