2-Bromo-2-methyl-N-phenylpropanamide → 3,3-Dimethyl-1,3-dihydro-indol-2-one
反応式
[Al+3].[Cl-].[Cl-].[Cl-].[C:5]1([NH:11][C:12](=[O:17])[C:13](Br)([CH3:15])[CH3:14])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>>[CH3:14][C:13]1([CH3:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:11][C:12]1=[O:17]参加物
3
実験手順
A neat mixture of AlCl3 (8.28 g) and the amide obtained in Step 1. above (5 g) is heated slowly to about 135°-140° C. and maintained at this temperature for about 10-15 min. Ice water is added slowly to the reaction mixture and the residue is extracted with ether. The organic extract is washed with 1N HCl, 10% aqueous sodium carbonate, dried, filtered and evaporated affording a solid. The solid is purified by flash chromatography (silica gel; 2% methanol/methylene chloride) affording the desired product as a white crystalline solid, M.P.=151°-152° C.
後処理
- temperatureabove (5 g) is heated slowly to about 135°-140° C.
- temperaturemaintained at this temperature for about 10-15 min
- extractionthe residue is extracted with ether
- extractionThe organic extract
- washis washed with 1N HCl, 10% aqueous sodium carbonate
- customdried
- filtrationfiltered
- customevaporated
- customaffording a solid
- customThe solid is purified by flash chromatography (silica gel; 2% methanol/methylene chloride)
出典と根拠
- ORDレコード
- ord-fb4495ba630843a1807667fe14629bae
- 出典データセット
- uspto-grants-1989_04
- 特許番号
- US04818755
反応ノート
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