These common heterocyclic compound, 340825-13-0, name is 6-Iodo-3,4-dihydronaphthalen-1(2H)-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 340825-13-0
A solution of JR-2-methyl-CBS-oxazaborolidine (MCBSOB, 3.7 mL (3.7 mmoles) 1.0 M in toluene) and borane-diethylaniline complex (BDEA, 7.5 mL, 42 mmoles) in 40 mL toluene was heated to 30. A solution of 6-iodo-3,4-dihydro-2H-naphthalen-l-one (10 grams,36.8 mmoles) in 40 mL toluene was added dropwise over 2.5 hours. The reaction mixture was stirred for an additional 0.5 hour at 30. To the solution (at room temperature) was added 20 mL methanol. After 0.25 hour, 50 mL IN hydrochloric acid was added slowly. The mixture was stirred for 20 minutes then it was extracted with 200 mL ethyl ether. The organic phase was washed with IN hydrochloric acid, water, and saturated sodium chloride . The organic phase was dried (magnesium sulfate) and concentrated under reduced pressure. To the oily residue was added 100 mL hot hexane. When crystallization was complete, the white solid was collection and dried to give S-6- iodo-l,2,3,4-tetrahydro-naphthalen-l-ol, 9.62 grams (95%). m.p. 102-103, M+’ = 274, [alpha]D = +12.2 (c = 1, chloroform).
The synthetic route of 6-Iodo-3,4-dihydronaphthalen-1(2H)-one has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/66790; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com