HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → [(3-Methylidenecyclobutoxy)methyl]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | (3-(Benzyloxy)cyclobutyl)methyl methanesulfonate | HCID 86647603 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | [(3-Methylidenecyclobutoxy)methyl]benzene | HCID 66732815 | — |
Reaction Steps
Sodium iodide (0.45 gm, 3 mmol) and 1,8-diazabicyclo (5.4.0)undec-7-ene (0.304 gm, 2 mmol) were added to a stirred solution of [3-(benzyloxy)cyclobutyl]methyl methanesulfonate (0.27 gm, 1 mmol) (step b) in dimethoxyethane and the reaction mixture was refluxed for about 2 hours. It was allowed to come to room temperature and then was stirred with diethyl ether and water for about 10 minutes. The ether layer was separated and aqueous layer was washed with ether. The combined organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude compound was purified over silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420666B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-b45a397891784fa3a91d9374d76d5f5d |
| Source note | uspto-grants-2013_04 |