Toluene → 3-(3-Methoxyphenyl)-1H-pyrrole-2,5-dione
反応式
C1(C)C=CC=CC=1.CS(O)(=O)=O.[C:13]1(=[O:19])[O:18][C:16](=O)[CH:15]=[CH:14]1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24](N)[CH:23]=1.C([N:31](CC)CC)C>>[CH3:20][O:21][C:22]1[CH:23]=[C:24]([C:15]2[C:16]([NH:31][C:13](=[O:19])[CH:14]=2)=[O:18])[CH:25]=[CH:26][CH:27]=1参加物
実験手順
Toluene (100 mL), triethylamine (10 g), methanesulfonic acid (15 g) were placed into a 500 ml, single-neck flask. Maleic anhydride (21.0 g, 214 millimoles) was dissolved into this mixture. This mixture was stirred magnetically at room temperature and m-anisidine (24.67 g, 200 millimoles) was then added drop-wise over a twenty minute period. A Dean-Stark trap and condenser were attached and the mixture was refluxed for three hours. A total of 3.7 ml of water was collected in the trap. The mixture was cooled to room temperature and the upper (toluene) phase was decanted off. The lower phase was extracted with 6×70 ml portions of fresh toluene. The collected toluene phase was passed over 27 grams of silica gel. The toluene was removed on a rotary evaporator to yield 27.3 g (67% of theory) of a clear yellow liquid. The product crystallized to a solid upon standing at room temperature. The solid melted at 75-76.5° C.
後処理
- temperaturethe mixture was refluxed for three hours
- customA total of 3.7 ml of water was collected in the trap
- temperatureThe mixture was cooled to room temperature
- customthe upper (toluene) phase was decanted off
- extractionThe lower phase was extracted with 6×70 ml portions of fresh toluene
- customThe toluene was removed on a rotary evaporator
- customto yield 27.3 g (67% of theory) of a clear yellow liquid
- customThe product crystallized to a solid
- customupon standing at room temperature
出典と根拠
- ORDレコード
- ord-ec7bbaddd49f44bd916aa50a947d9ab9
- 出典データセット
- uspto-grants-2013_02
- 特許番号
- US08378017B2
反応ノート
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