HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine | HCID 16203640 | 71.4% |
Reaction Steps
To a stirred solution of 2-methylamino-ethanol (18-a) (10 g, 133.13 mmol) in dichloromethane (200 mL) were added diisopropylethylamine (30.8 ml, 186.39 mmol) and tert-butyl-chloro-dimethyl-silane (20.06 g, 133.13 mmol) at room temperature. The mixture was stirred for 16 h. After completion of the reaction, water was added and the mixture was extracted with dichloromethane. The separated organic part was washed with water and was dried over sodium sulfate and concentrated under reduced pressure to get [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-methyl-amine (8-a) (18 g, 71.39%) as a yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045486B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c3938262fd9b4e43928cba94db3b3569 |
| Source note | uspto-grants-2015_06 |