7-Chloro-3,4-dihydro-1(2H)-naphthalenone

Pale yellow to white crystalline powder

Polyphosphoric acid (20 g, excess) was place in a beaker and heated to 90Step B: (ii) C. D. 2-bromo-7-chloro-1-tetralone (IV) To a solution of 7-chloro-1-tetralone, 204.3 g, (1.1 moles), in carbon disulfide (1.08 liters) there is dropwise, with stirring, 176 g (1.1 moles) of bromine in 540 ml carbon disulfide at 0-5 C. After stirring for an additional 30 minutes, the solvent is removed, giving a dark brown syrup, weighing 315 g. The crude product is used as is in the following step.Three-necked flask, 1000 ml of methanol was added as a solvent, Adding 180 g of starting material 7-chloro-1-naphthalene ketone, 77 g hydroxylamine hydrochloride, At room temperature under the conditions of mixing the concentration of 40% of the sodium hydroxide solution to the system PH value is weak alkaline, After stirring, the reaction was continued for 2.5 hours, Point plate detection of raw materials 7 - chloro - 1 -Stop the reaction; stirring conditions, To the system by adding 4000ml of water, A large amount of white solid precipitated;Filter, the filter cake and then washed with water to neutral, dry spare, This step was followed by the addition of 7-chloro-1-naphthalene-ketoxime 193.2 g in a yield of 99.1%.EXAMPLE 1d 7-Chloro-1-tetralone [Formula V: R1 =R2 =R4 =H; R3 =Cl] 4-Chlorophenylbutyric acid [Formula VI: R1 R2 =R4 =H; R3 =Cl] (26.62 g, 134.0 mM) was added to 150 g of hot polyphosphoric acid (90 C.); the mixture was maintained at 90-95 C. for 0.33 hours. After cooling to room temperature, the reaction mixture was added to 400 mL of ice cold stirred water. The solution was allowed to warm to room temperature and deposited a precipitate. The solid was filtered off, washed with water and air dried to give 22.3 g (92%) of pale yellow solid. The solid was recrystallized from 50 mL of toluene at -10 C. The crystals were collected and washed with cold toluene and then hexanes to give 18.18 g (75%) of pale yellow crystals; mp 100.3-101.1 C.

Molecular Weight:180.63
XLogP3:2.7
Hydrogen Bond Acceptor Count:1
Exact Mass:180.0341926
Monoisotopic Mass:180.0341926
Topological Polar Surface Area:17.1
Heavy Atom Count:12
Complexity:190
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes