HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine | HCID 16203640 | 100.9% |
Reaction Steps
DIPEA (2.45 mL, 14.0 mmol) and tert-butyldimethylsilyl chloride (1.51 g, 10.0 mmol) were added to a solution of 2-(methylamino)ethanol (751 mg, 10.0 mmol) in dry DCM (25 mL) under argon and the reaction mixture allowed to stir at RT for 16 hours. Diethyl ether (50 mL) and water (50 mL) were added to the reaction mixture and the aqueous phase was extracted with diethyl ether (3×30 mL). The combined extracts were dried (MgSO4), filtered and evaporated to give a pale yellow oil which was dried under high vacuum to give the title compound (1.91 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943607B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-11898ff37cf34a6fb3edf422f74d571e |
| Source note | uspto-grants-2011_05 |