HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(Benzyloxy)-2-(chloromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-(Phenylmethoxy)-2-pyridinemethanol | HCID 10560624 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(Benzyloxy)-2-(chloromethyl)pyridine | HCID 12938559 | — |
Reaction Steps
1.76 ml (24.16 mmol) of thionyl chloride are added to 2 g (9.29 mmol) of [4-(benzyloxy)pyridin-2-yl]methanol [described in J. Org. Chem., (1996), 61(8), 2624] in 46 ml of dichloromethane. The reaction medium is stirred at ambient temperature for 18 hours and then concentrated under reduced pressure. The residue obtained is taken up in a saturated aqueous sodium carbonate solution and then extracted with dichloromethane. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. 2.1 g of a brown oil are collected. Mass spectrometry (ES+Mode): MH+=234
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633216B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-a4880af9adaa44e3847fcbb7591d7f4c |
| Source note | uspto-grants-2014_01 |