Hydrochloric Acid → 1-(1,2,3,4-Tetrahydroquinolin-1-yl)ethan-1-one
Reaction equation
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[C:18](Cl)(=[O:20])[CH3:19].Cl>CCOCC>[C:18]([N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1)(=[O:20])[CH3:19]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
1,2,3,4-Tetrahydroquinoline (5 g, 0.038 mol) and triethylamine (4.55 g, 0.045 mol) were dissolved in 55 ml ether. Acetyl chloride (3.24 g, 0.041 mol) was added and the mixture stirred for 30 minutes, and poured into a mixture of 100 ml 1M HCl and 50 ml ether. The organic layer was separated, washed 1×100 ml 1M HCl and then 2×100 ml 5% NaHCO3, dried (K2CO3) and stripped to yield title product as an oil, 5.13 g.
Workup
- customThe organic layer was separated
- washwashed 1×100 ml 1M HCl
- dry with material2×100 ml 5% NaHCO3, dried (K2CO3)
Sources & evidence
- ORD record
- ord-b27cc9de5c3548c18cd968541e2beb27
- Source dataset
- uspto-grants-1988_04
- Patent number
- US04738972
Reaction notes
Loading…