تفاعل #6086
ord-b2df1b2c03444a26b30ca461acdd85d7
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1أخرىfitted with a mechanical stirrer, a reflux condenser
- 2أخرىprotected by a drying tube
- 3أخرىprotected by a drying tube
- 4درجة الحرارةThe flask is cooled in an ice-bath
- 5أخرىThe cooling bath is then removed
- 6درجة الحرارةthe mixture heated
- 7درجة الحرارةat reflux for 3 hours
- 8درجة الحرارةThe mixture is then cooled in an ice-salt bath
- 9workup.ADDITION5 ml of saturated ammonium chloride solution is added
- 10ترشيحfiltered
- 11غسيلthe residue washed with two 10 ml portions of ether
- 12أخرىThe ether solution is then separated
- 13تجفيفdried (MgSO4)
- 14أخرىthe ether removed in vacuo
- 15أخرىThe residue is then purified by chromatography
- 16أخرىfollowed by recrystallization
الإجراء التجريبي
Four ml of a 3M (12 mmol) solution of ethylmagnesium bromide in ether is placed in a 3-necked flask fitted with a mechanical stirrer, a reflux condenser protected by a drying tube and a pressure-equalizing dropping funnel protected by a drying tube. The flask is cooled in an ice-bath and a solution of 3.174 g (10 mmol) of 2-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)ethynyl]pyridine-5-carboxaldehyde in 10 ml of dry ether is added slowly with vigorous stirring. The cooling bath is then removed and the mixture heated at reflux for 3 hours. The mixture is then cooled in an ice-salt bath and 5 ml of saturated ammonium chloride solution is added. The mixture is stirred for a further 1 hour and then filtered and the residue washed with two 10 ml portions of ether. The ether solution is then separated, dried (MgSO4) and the ether removed in vacuo. The residue is then purified by chromatography followed by recrystallization to give the title compound.