HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → tert-Butyl 3-(hydroxymethyl)-4-methylpiperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-N-Boc-2-hydroxymethylpiperazine | HCID 22386508 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl 3-(hydroxymethyl)-4-methylpiperazine-1-carboxylate | HCID 66648821 | 58.2% |
Reaction Steps
0.303 g of sodium acetate, 0.375 g of formaldehyde and 0.218 g of sodium cyanoborohydride are added to a solution of 0.5 g of tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate in 50 ml of MeOH and stirred for 1 hour at RT. A saturated solution of NaHCO3 is added, it is extracted with DCM, the organic phase is dried over Na2SO4 and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with DCM/MeOH mixture. 0.31 g of the expected compound is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623862B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-0d9e1d54cbe3490ab8bc1cf059690ff6 |
| Source note | uspto-grants-2014_01 |