تفاعل #80731

معادلة التفاعل

4,4-dimethyl-2-iso-propoxy-1,2,3,4-tetrahydro-7-ethynylquinoline

4,4-dimethyl-2-isopropoxy-1,2,3,4-tetrahydro-7-ethynylquinoline

Compound 27

4,4-dimethyl-2-isopropoxy-1,2,3,4-tetrahydro-7-ethynylquinoline

LiOH

methanol

→

title compound

4-[(4,4-Dimethyl-2-isopropoxy-3,4-dihydro-7-quinolinyl)ethynyl]benzoic acid

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was then concentrated
2. 2
   workup.ADDITIONwater was added to the residue
3. 3
   استخلاصextracted with diethyl ether (2×)
4. 4
   تجفيفThe organic layers were dried (MgSO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated

الإجراء التجريبي

To a solution of 0.0586 g (0.15 mmol) of 4,4-dimethyl-2-iso-propoxy-1,2,3,4-tetrahydro-7-ethynylquinoline (Compound 27) in 3.0 ml of tetrahydrofuran were added 1.0 ml (1.1 mmol) of 1.1M aqueous LiOH and 1.0 ml of methanol. The resulting solution was stirred at room temperature for 2 h. The reaction mixture was then concentrated and water was added to the residue. The aqueous layer was acidified to pH=1 with 10% HCl, and extracted with diethyl ether (2×). The organic layers were dried (MgSO4), filtered and concentrated to give the title compound as a solid.

المصدر