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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366524Generated: November 1, 2026

Formaldehyde → HCID 57639110, compound

https://huagongshe.com/reaction/1366524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-butyl (3R,5S)-3,5-dimethylpiperazine-1-carboxylateHCID 10822535—
SolventDichloromethaneHCID 6344—
ProductHCID 57639110HCID 5763911095%

Reaction Steps

To a solution of 1,1-dimethylethyl (3R,5S)-3,5-dimethyl-1-piperazinecarboxylate (2.04 g, 9.5 mmol) in dichloromethane (25 mL) at 0° C. was added formaldehyde (1.075 mL, 37% water solution, 14.3 mmol) followed by sodium triacetoxyborohydride (2.628 g, 12.4 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 2 h before being diluted with dichloromethane and washed with 1N NaOH solution. The organics were then washed with brine, dried (MgSO4) and evaporated to yield 1,1-dimethylethyl (3R,5S)-3,4,5-trimethyl-1-piperazinecarboxylate (2.06 g, 95%). LCMS: (M+H)+: 229.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893056B2
Source datasetuspto-grants-2011_02
ORD IDord-5d82372eac1d478ea338cbc12c8ee9ff
Source noteuspto-grants-2011_02