HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → ethyl (5-methyl-2,3-dihydro-1H-inden-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | ethyl (1-hydroxy-6-methyl-2,3-dihydro-1H-inden-2-yl)carbamate | HCID 86650777 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Product | ethyl (5-methyl-2,3-dihydro-1H-inden-2-yl)carbamate | HCID 86650778 | 91% |
Reaction Steps
With stirring at room temperature, the compound (3.30 g, 13.9 mmol) obtained in step C, triethylsilane (4.4 ml, (27.8 mmol) and boron trifluoride-diethyl ether complex (3.4 ml, 27.8 mmol) dissolved in 1,2-dichloroethane (20 ml) were added to 1,2-dichloroethane (90 ml), and the mixture was stirred at 83° C. for 1 hr. After cooling to room temperature, the reaction mixture was diluted with water, and extracted with dichloromethane. The organic layer was washed with diluted aqueous sodium hydroxide solution, diluted hydrochloric acid and saturated brine, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure to give the title compound (2.76 g, yield 91%) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513235B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-6c5553e576ea4c9e9597452e5754dd31 |
| Source note | uspto-grants-2013_08 |