HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexane, (bromomethyl)- → HCID 10921586, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexane, (bromomethyl)- | HCID 137636 | — |
| Reactant | N-Methoxy-N-methylbenzamide | HCID 569575 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10921586 | HCID 10921586 | 67% |
Reaction Steps
To a suspension of Mg (735 mg, 30.5 mmol) in anhydrous THF (20 mL) was added (bromomethyl)cyclohexane (5.4 g, 30.5 mmol) at 10° C. under N2 atmosphere. The resulting mixture was stirred at reflux until all of Mg was consumed. Then the resulting mixture was cooled to ambient temperature and N-methoxy-N-methylbenzamide (1.0 g, 6.1 mmol) was added and the mixture was stirred at 10° C. for 2 hours. The mixture was quenched with aqueous saturated NH4Cl (50 mL). Followed a standard aqueous/EtOAc workup and the residue was purified by column chromatography on silica gel (PE:EtOAc=20:1) to give Intermediate 96 as colorless oil (800 mg, yield 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067893B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-f8b3bfea711d458bae910cb00fd655ce |
| Source note | uspto-grants-2015_06 |