反応 #80731

反応方程式

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

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   濃縮The reaction mixture was then concentrated
2. 2
   workup.ADDITIONwater was added to the residue
3. 3
   抽出extracted with diethyl ether (2×)
4. 4
   乾燥The organic layers were dried (MgSO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated

実験手順

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.

出典