3-Chloro-4-nitrophenol

General procedure: A suspension of 2-methylphenol(18.5 mmol, 1.0 eq) and Cu(NOGeneral procedure: Reactants such as sodium nitrite (12 mmol), with aromatic or heteroaromatic compound (10 mmol), KHSO4 (1 mmol), and SPB (1 mmol), were thoroughly mixed with silica gel and placed in MW oven. Reaction progress was monitored by thin-layer chromatography (TLC) until completion. The reaction mixture was then treated with NaHCO3 solution and extracted with ethyl acetate (30 mL). Final product was obtained by using the same workup steps as detailed in the preceding section. Sodium perborate/NaNO2/KHSO4-initiated nitration reactions with several other compounds also afforded corresponding nitroderivatives (Scheme 1) via both conventional and MW-assisted reactions.(3) with mechanical agitation, Drip funnel and reflux condenser in a 500m 1 three-necked flask, Add 99g content95percent 2-chloro-4-methoxy nitrobenzene solid, 350 g of 20percent K0H solution and 3 g of PEG400, Stirring heating, Reflex at 110 ° CShould be about 15 hours, After the solid is completely dissolved, Plus hydrochloric acid, Precipitation of 2-chloro-4-hydroxy nitrobenzene, After filtration drying, To give 82.5 g of 2-chloro-4-hydroxy nitrobenzene as a yellow solid, Measured content of 95.2percentThe yield was 90.5percent.3-chloro-4-nitroanisole (4) In an atomosphere of N2 were added to a stirred suspension of 31 g NaH in 2.2 l anhydrous THF 199.5 g (1.15 mole) Synthesis of l-(tert-butoxycarbonyl) - 7 chloro- 5 methoxy-lH-indol-2-yl boronic acid is shown in Scheme 4. Meta- chlorophenol is nitrated with fuming nitric acid in acetic acid to yield 4- nitro-3- chlorophenol, compound 4-2. The phenol is methylated with dimethylsulfate and potassium carbonate in ethanol, producing compound 4-3, which is treated with vinyl Grignard reagent and cyclized to form the indole, compound 4- 4. Compound 4-4 is protected with Boc and then treated with lithium diispropylamide and triisopropylborate to produce the protected substituted boronic acid 4-6.

Molecular Weight:173.55
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:172.9879707
Monoisotopic Mass:172.9879707
Topological Polar Surface Area:66
Heavy Atom Count:11
Complexity:158
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes