Hydrochloric Acid → HCID 22137208, compound

Participants

Reaction Steps

3,3″-dimercapto-4,4″-bis(N,N′-dimethylaminosulfonyl)-1,1′:4′,1″-terphenyl (508 mg, 1 mmol) synthesized in process 3-a is dissolved into 30 ml of absolute THF, lithium aluminium hydride (445 mg, 12 mmol, 12 eq) is added at the temperature of 0° C., then the reacting solution is refluxed for 24 hours. The obtained reaction mixture is poured into ice water, and adjusted the pH to 1 or less by adding hydrochloric acid, that is, acidified. Deposited green precipitate is removed by suction filtration, then the filtrate is washed by methylene chloride completely. After that, the filtrate is extracted by acid-base extraction (CH2Cl2), the separated organic phase is dried up using magnesium sulfate and recrystallized. Solvent is evaporated off under vacuum condition and the obtained crude product is isolated by a column chromatography (φ=20 mm, h=10 mm; AcOEt), further refined by recrystallization (CH2Cl2) and 3,3″,4,4″-tetramercapto-1,1′:4′,1″-terphenyl (78 mg, 22%) is obtained as a light yellowish crystal (compound J).

Provenance & Evidence