HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Bromopropyl)benzene → HCID 178421606, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Bromopropyl)benzene | HCID 12503 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178421604 | HCID 178421604 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonia | HCID 222 | — |
| Product | HCID 178421606 | HCID 178421606 | 26.7% |
Reaction Steps
To a solution of 4-methyl-4-(3-(1H-1,2,4-triazol-3-yl)phenyl)piperidine (Preparation 45, 65 mg, 0.27 mmol) in N,N-dimethylformamide (2 mL) was added sodium hydrogencarbonate (34 mg, 0.40 mmol) and 1-bromo-3-phenylpropane (41 μL, 0.27 mmol). The resultant mixture was heated at 50° C. for 2 h and then allowed to cool. The mixture was partitioned between water (5 mL) and dichloromethane (20 mL). The layers were separated, and the aqueous layer was extracted with dichloromethane (20 mL). The combined extracts were dried over Na2SO4, filtered and concentrated in vacuo and the residue was purified by column chromatography on silica gel (5 g) eluting with MeOH:CH2Cl2:0.88 ammonia (10:90:1) to give the title compound as a clear oil (13 mg, 13%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06750231B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-c89b3e9ccc7243a6b7e7de31f2df89a2 |
| Source note | uspto-grants-2004_06 |