HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 3-(Benzo[b]thiophen-3-yloxy)azetidine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | 1-Benzhydryl-3-(benzo[b]thiophen-3-yloxy)azetidine | HCID 68338106 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Benzo[b]thiophen-3-yloxy)azetidine hydrochloride | HCID 70926883 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
1-Chloroethyl chloroformate (67.3 μL, 0.621 mmol) was added to a solution of 1-benzhydryl-3-(benzo[b]thiophen-3-yloxy)azetidine (220 mg, 0.592 mmol) in dichloromethane (5 mL) at 0° C. The reaction mixture was stirred for 2 hours at 0° C. and for 5 hours at room temperature. Ethanol (5 mL) was added and the reaction mixture was stirred for 1 hour at 40° C. After concentration to dryness, the crude mixture was precipitated from a mixture dichloromethane/pentane to afford a pale orange solid (140 mg, quantitative) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321769B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-aa4e6165b731407394636c8f4d08d002 |
| Source note | uspto-grants-2016_04 |