HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → HCID 58522509, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 58522529 | HCID 58522529 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58522509 | HCID 58522509 | — |
Reaction Steps
Tert-butyl((3R,4R)-3-methoxy-piperidin-4-yl)-carbamate (2.88 g) is dissolved with formaldehyde (1.79 mL, 37% solution in H2O) and acetic acid (100 μL) in DMF. Then Na(OAc)3BH (12.59 g) is added. After 20 h the reaction mixture is combined with aqueous NaHCO3 solution (saturated with NaCl) and extracted 5 times with EtOAc. The combined organic phase is dried on magnesium sulphate, filtered off from the desiccant and the solvent is eliminated in vacuo. The residue is used in the next reaction step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846689B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-01388e644aa04da893ce4dfc73f57227 |
| Source note | uspto-grants-2014_09 |