2-Phenyl-1,3-dithiane → HCID 86634585、化合物

温度

-10 °C

19.63 g (0.10 mol) 2-phenyl-1,3-dithian was dissolved under argon in 200 ml anhydrous tetrahydrofuran (THF) in a dry 500-ml three-necked flask with 50 ml dropping funnel, internal thermometer, magnetic stirrer and septum. The solution was cooled to −10° C. 44 ml of a 2.5 molar solution of n-butyllithium (0.11 mol) in n-hexane was added dropwise at −5° C. over a period of 50 min. After the addition was complete, the green solution was stirred for 2 h at 0° C. It was then added dropwise within 45 min to a solution, cooled to −72° C., of 20.16 g (0.10 mol) diethylgermanium dichloride in 500 ml anhydrous THF, wherein the temperature did not exceed −65° C. The reaction mixture was stirred for a further 16 h in a thawing cold bath, then concentrated on the rotary evaporator. 100 ml dry n-hexane was added to the residue followed by stirring for 1 h at room temperature. The suspension was filtered and the filtrate was concentrated on the rotary evaporator and dried under fine vacuum. The oily, yellow crude product was purified by means of high-vacuum distillation (b.p.: 135-150° C./4×10−5 mbar). 27.23 g (75% of the theoretical value) chlorodiethyl(2-phenyl-1,3-dithian-2-yl)germanium was obtained as a yellow oil.

1. additionAfter the addition
2. additionIt was then added dropwise within 45 min to a solution
3. customdid not exceed −65° C
4. stirringThe reaction mixture was stirred for a further 16 h in a thawing cold bath
5. concentrationconcentrated on the rotary evaporator
6. addition100 ml dry n-hexane was added to the residue
7. stirringby stirring for 1 h at room temperature
8. filtrationThe suspension was filtered
9. concentrationthe filtrate was concentrated on the rotary evaporator
10. customdried under fine vacuum
11. distillationThe oily, yellow crude product was purified by means of high-vacuum distillation (b.p.: 135-150° C./4×10−5 mbar)

ORDレコード

ord-3df9e9425e1042579735a9497a7af661

出典データセット

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08829067B2