1-ETHYL-3,4-DIHYDRO-ISOQUINOLINE synthesis
- Product Name:1-ETHYL-3,4-DIHYDRO-ISOQUINOLINE
- CAS Number:41173-70-0
- Molecular formula:C11H13N
- Molecular Weight:159.23
6283-04-1
41173-70-0
1. N-(2-phenylethyl)-propionamide (10 g, 56.4 mmol) was mixed with phosphorus pentoxide (80 g, 563 mmol) in tetrahydronaphthalene (500 ml), heated to reflux and maintained for 15 minutes. 2. After cooling the reaction mixture, additional phosphorus pentoxide (80 g) was added and heated to reflux again and maintained for 15 minutes. 3. The reaction mixture was allowed to stand overnight and tetrahydronaphthalene was removed by decantation. 4. 4. The residue was decomposed with ice water and the resulting suspension was filtered through diatomaceous earth and washed with two parts of ether. 5. The aqueous solution is alkalized with concentrated ammonium hydroxide and extracted with three parts of ether. 6. The ether extracts were combined, dried over magnesium sulfate and subsequently evaporated to remove the solvent to afford the red solid product 1-ethyl-3,4-dihydroisoquinoline (5.0 g, 55.7% yield). 7. The product was confirmed by mass spectrometry as MS [M + H]+ 160.
Yield:41173-70-0 96%
Reaction Conditions:
Stage #1: propionyl chloride;phenethylaminewith triethylamine in dichloromethane at 20; for 2 h;Inert atmosphere;
Stage #2: with trichlorophosphate in para-xylene at 20; for 16 h;Inert atmosphere;
References:
Ullrich, Patrick;Schlamkow, Max A.;Choi, Ching-Yi;Kerkenpa?, Hannah;Hen?en, Birgit;Pietruszka, J?rg [European Journal of Organic Chemistry,2021,vol. 2021,# 46,p. 6254 - 6257] Location in patent:supporting information
6283-04-1
1 suppliers
inquiry
41173-70-0
18 suppliers
$51.00/100mg
64-04-0
0 suppliers
$10.00/5mL
41173-70-0
18 suppliers
$51.00/100mg
622-24-2
275 suppliers
$5.00/5g
41173-70-0
18 suppliers
$51.00/100mg
7446-70-0
717 suppliers
$15.00/25g
622-24-2
275 suppliers
$5.00/5g
107-12-0
0 suppliers
$24.70/1ML
41173-70-0
18 suppliers
$51.00/100mg