Triphenylphosphine → 4-(2-Bromoethyl)-1,1'-biphenyl

Bromine (1.5 ml) was added dropwise to an acetonitrile (60 ml) solution of triphenylphosphine (5 g). After stirring for 5 minutes, an acetonitrile solution (30 ml) of 2-(4-biphenylyl)ethanol (5 g) was added to the reaction mixture. The reaction mixture was stirred at room temperature for one hour and concentrated. Diethyl ether was added to the residue. The supernatant was collected, then dried and concentrated. The residue was purified by silica gel column chromatography (eluent: IPE) to obtain 2-(4-bipenylyl)ethylbromide(6 g). 2-(4-Bipenylyl)ethyl bromide (6 g) was dissolved in methanol (100 ml), which was stirred at 70° C. for 48 hours together with potassium thiocyanate (4.0 g). The reaction mixture was concentrated, and the residue was extracted with ethyl acetate. The organic layer was washed with water, then dried and concentrated. The residue was recrystallized from ethyl acetate-hexane to obtain the entitled compound (4.1 g).

1. stirringThe reaction mixture was stirred at room temperature for one hour
2. concentrationconcentrated
3. additionDiethyl ether was added to the residue
4. customThe supernatant was collected
5. customdried
6. concentrationconcentrated
7. customThe residue was purified by silica gel column chromatography (eluent: IPE)

ORDレコード

ord-144927d33aa04b4aac1a23944a2acebe

出典データセット

uspto-grants-2001_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06329389B1