Water → HCID 21697897、化合物

A 200 ml four-necked flask equipped with a reflux tube, a thermometer and a dropping funnel was thoroughly purged with nitrogen and dried. To the flask, methylmagnesium bromide (3.0 mol/l ether solution) (16.9 ml, 50.7 mmol) and dehydrated ether (50 ml) were introduced. To the flask, a solution of 2-methyl-1-indanon (3.70 g, 25.3 mmol) in dehydrate ether (20 ml) was dropwise added at room temperature with stirring. Then, the reaction mixture was stirred for 2 hours and poured into cold water. The resultant mixture was introduced into a separatory funnel to separate an organic phase. The aqueous phase was extracted by ether (100 ml×3) and a combined organic phase was washed with a saturated aqueous solution of ammonium chloride, water and a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 1,2-dimethyl-1-hydroxy-indene. The compound thus obtained was dissolved in toluene (30 ml) and, thereto, 0.1 g of p-toluenesulphonic acid was added. The reaction mixture was refluxed for 3 hours to remove water. The organic phase thus obtained was introduced into a separatory funnel and washed with a saturated aqueous solution of ammonium chloride, water and a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. After removing a solvent, it was purified by column chromatography (developer; hexane) to obtain 2.70 g (GC 94%) of a pale yellow solution (yield: 74%).

1. customA 200 ml four-necked flask equipped with a reflux tube
2. customa thermometer and a dropping funnel was thoroughly purged with nitrogen
3. customdried
4. stirringThen, the reaction mixture was stirred for 2 hours
5. customto separate an organic phase
6. extractionThe aqueous phase was extracted by ether (100 ml×3)
7. washa combined organic phase was washed with a saturated aqueous solution of ammonium chloride, water
8. dry with materiala saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate
9. distillationThe solvent was distilled off

ORDレコード

ord-f9e0d91b61234a339cdca08844c87824

出典データセット

uspto-grants-2001_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06297333B1