Thionyl Chloride → Methyl (S)-(+)-4,5-dihydro-2-phenyl-4-oxazolecarboxylate
反応式
[CH3:1][O:2][C:3](=[O:16])[C@H:4]([CH2:14][OH:15])[NH:5][C:6](=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.S(Cl)(Cl)=O>C(Cl)Cl>[C:7]1([C:6]2[O:15][CH2:14][C@@H:4]([C:3]([O:2][CH3:1])=[O:16])[N:5]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1参加物
4
実験手順
A stirred mixture of N-benzoyl-L-serine methyl ester (21.0 g), thionyl chloride (21.0 g), and methylene chloride (150 ml) is stirred at reflux for 1 hour. The solvent is evaporated and the residue is diluted with cold water. Neutralize with sodium bicarbonate, and extract with ethyl acetate. Purification on silica gel (250 g), eluting with methanol:methylene chloride (01:99), yields methyl (S)-2-phenyl-2-oxazoline-4-carboxylate (15.2 g).
後処理
- temperatureat reflux for 1 hour
- customThe solvent is evaporated
- additionthe residue is diluted with cold water
- extractionNeutralize with sodium bicarbonate, and extract with ethyl acetate
- customPurification on silica gel (250 g)
- washeluting with methanol:methylene chloride (01:99)
出典と根拠
- ORDレコード
- ord-1d6b6f5f23a2436d80fc92f96ab259aa
- 出典データセット
- uspto-grants-2006_04
- 特許番号
- US07022722B2
反応ノート
読み込み中…