HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → HCID 86679674, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Azide | HCID 33558 | — |
| Reactant | 1-Methyl-3-methylidenecyclobutane-1-carboxylic acid | HCID 20614517 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86679674 | HCID 86679674 | — |
Reaction Steps
To a stirred solution of 1-methyl-3-methylidenecyclobutanecarboxylic acid (2.60 g, 20.6 mmol) in toluene (30 mL) was added Et3N (4.30 mL, 30.9 mmol), followed by diphenylphosphoic azide (6.10 mL, 28.3 mmol). The mixture was stirred at rt for 45 min, then benzyl alcohol (7.60 mL, 73.4 mmol) was added, and the mixture was heated at 80° C. overnight. The mixture was then cooled to rt, diluted with EtOAc (30 mL), washed with sat. NH4Cl (three×40 mL), brine (40 mL), dried over Na2SO4 and concentrated to give the crude title compound as a pale yellow oil. m/z (APCI+) for C14H17NO2232.20 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040547B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-af5b6f89140b4f649f0a4f8c33f96687 |
| Source note | uspto-grants-2015_05 |