Ammonium Chloride → 1-({[tert-Butyl(diphenyl)silyl]oxy}methyl)cyclopropan-1-ol

According to the description in a reference (see: Syn. Lett. 07, 1053–1054, 1999), the title compound was prepared as follows. 12 g (35 mmole) of ethyl 2-{[t-butyl(diphenyl)silyl]oxy}acetate was dissolved in 200 ml of tetrahydrofuran (THF) and 2.2 ml of titaniumtetraisopropoxide was added thereto. To the mixture was slowly added 29.2 ml of ethylmagnesiumbromide (3.0M in THF), and the reaction solution was stirred for 12 hours at room temperature. 20 ml of saturated ammonium chloride was added to stop the reaction. About 150 ml of tetrahydrofuran (THF) used as a solvent was removed by distillation under reduced pressure, and the reaction mixture was extracted twice with 200 ml of ethyl acetate. The ethyl acetate extract was distilled under reduced pressure to give 11.4 g (Yield 100%) of the title compound as a white solid.

1. customthe title compound was prepared
2. customthe reaction
3. customwas removed by distillation under reduced pressure
4. extractionthe reaction mixture was extracted twice with 200 ml of ethyl acetate
5. extractionThe ethyl acetate extract
6. distillationwas distilled under reduced pressure

ORD-Eintrag

ord-30b3a42e6e384fc8a0d30b8dc6ff8dba

Quelldatensatz

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07157448B2