HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1937432Generated: November 1, 2026
Water → (1R,2R,3S,5S)-3-(3,4-Dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo(3.2.1)octane
https://huagongshe.com/reaction/1937432
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl sulfate anion | HCID 3804841 | — |
| Reactant | HCID 68469855 | HCID 68469855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1R,2R,3S,5S)-3-(3,4-Dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo(3.2.1)octane | HCID 11370864 | 111.1% |
Reaction Steps
(1R, 2R, 3S)-2-hydroxymethyl-3(3,4-dichlorophenyl)tropane (26.9 g, 0.09 mol) in THF (200 ml) was added sodium hydride 60% in oil (4.6 g, 0.12 mol) and ethylsulphate (15.7 ml, 0.12 mol) and heated to 30-40° C. on an oil bath for ½ hour. The reaction mixture was stirred at ambient temperature overnight. The reaction mixture is then heated to 30-40° C. on an oil bath for 1 hour and poured into water (500 ml). The mixture was extracted twice with tert.butylmethylether, the organic phases was washed with water and dried over MgSO4 and evaporated to yield the 32.82 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06395748B2 |
|---|
| Source dataset | uspto-grants-2002_05 |
|---|
| ORD ID | ord-bd0705460c704a81a090d526ead1f9e8 |
|---|
| Source note | uspto-grants-2002_05 |
|---|