Phosphorus oxychloride → Ethyl 6-chloro-5-methylpyrimidine-4-carboxylate
反応式
O[C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]=1[CH3:13].O=P(Cl)(Cl)[Cl:16]>>[Cl:16][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]=1[CH3:13]参加物
3
反応条件
- 温度
- 100 °C
実験手順
A solution of ethyl 6-hydroxy-5-methylpyrimidine-4-carboxylate 40 (100 g, 549 mmol) in POCl3 (1000 ml) was heated to reflux for 5 h at 100° C. in sealed tube. After cooling to RT, the excess POCl3 was removed under reduced pressure, then quenched with ice water and extracted with EtOAc. The combined organic phase is washed with water, brine and concentrated under reduced pressure to afford ethyl 6-chloro-5-methylpyrimidine-4-carboxylate 41 as a black liquid. Yield: 80 (72%). This material was used as such for next step without purification.
後処理
- temperatureAfter cooling to RT
- customthe excess POCl3 was removed under reduced pressure
- customquenched with ice water
- extractionextracted with EtOAc
- washThe combined organic phase is washed with water, brine
- concentrationconcentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-a6f644e9afd3433c80f6bda4a43b289e
- 出典データセット
- uspto-grants-2015_10
- 特許番号
- US09163020B2
反応ノート
読み込み中…