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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625170Generated: November 1, 2026

Formic Acid → HCID 86711148, compound

https://huagongshe.com/reaction/625170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantAcetaldehyde, 2-(2-hydroxyethoxy)-HCID 176960—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttert-Butyl 3-cyanopiperazine-1-carboxylateHCID 53487922—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 86711148HCID 86711148—

Reaction Steps

A solution of tert-butyl 3-cyanopiperazine-1-carboxylate, prepared as described in the previous step, (10 g, 0.047 mol) and 2-(2-hydroxyethoxy)acetaldehyde (14.8 g) (see: Bodin, A., Contact Dermatitis, 2001, 44:207) in dichloromethane was treated with formic acid (12.7 g), and the reaction mixture was stirred at room temperature overnight. Sodium cyanoborohydride (7.2 g, 0.118 mol) was added in portions. The reaction mixture was stirred at room temperature for 3 hours followed by the addition of water and extraction with dichloromethane. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude product was purified by column chromatography to provide the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09304126B2
Source datasetuspto-grants-2016_04
ORD IDord-1e69c7802a6642d88f61509299098c04
Source noteuspto-grants-2016_04