Chlorotrimethylsilane → (8-butyl-1,4-dioxa-spiro[4.5]dec-8-yl)-dimethylamine Hydrochloride

8-Dimethylamino-1,4-dioxa-spiro[4.5]decane-8-carbonitrile B-1 (10.5 g, 50 mmol) was placed in THF (150 ml), under argon and while cooling with ice. In the course of 15 min., 2M butyl-magnesium chloride in THF (62.5 ml, 125 mmol) was added dropwise, and the mixture was stirred for 16 h at room temperature. 20% ammonium chloride solution (37 ml) and water (50 ml) were added to the mixture, while cooling with ice, and extraction with ether (3×50 ml) was carried out. The organic phase was washed with water (1×50 ml) and saturated sodium chloride solution (1×50 ml), and the organic phase was dried with Na2SO4 and concentrated in vacuo. The crude product (2.05 g) was dissolved in ethyl methyl ketone (75 ml); ClSiMe3 (9.5 ml, 75 mmol) was added, while cooling with ice, and stirring was carried out for 6 h at room temperature. The resulting white precipitate was filtered out with suction and dried in vacuo.

1. temperaturewhile cooling with ice
2. washThe organic phase was washed with water (1×50 ml) and saturated sodium chloride solution (1×50 ml)
3. dry with materialthe organic phase was dried with Na2SO4
4. concentrationconcentrated in vacuo
5. dissolutionThe crude product (2.05 g) was dissolved in ethyl methyl ketone (75 ml)
6. temperaturewhile cooling with ice
7. stirringstirring
8. waitwas carried out for 6 h at room temperature
9. filtrationThe resulting white precipitate was filtered out with suction
10. customdried in vacuo

ORDレコード

ord-f30f8d43870a48f2be5dbaf1295a960b

出典データセット

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08404740B2