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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306788Generated: November 2, 2026

Acetic Acid → HCID 22609586, compound

https://huagongshe.com/reaction/2306788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 22609470HCID 22609470—
SolventAcetonitrileHCID 6342—
ProductHCID 22609586HCID 2260958696%

Reaction Steps

Added to a solution of 29 mg of the thus obtained 2,5-bis-tert-butoxycarbonyl-2,5,8-triazabicyclo[4,3,0]-nonane in acetonitrile (0.7 ml) were 0.038 ml (0.51 mmol) of a 37% aqueous solution of formaldehyde and 9.4 mg (0.15 mmol) of sodium cyanoborohydride. After the mixture was stirred for 1 hour and 20 minutes at room temperature, acetic acid was added until the reaction mixture reached pH 4, and the resultant mixture was stirred for 30 minutes at room temperature. The reaction mixture was concentrated under reduced pressure, and the resultant crude oil was purified by column chromatography on silica gel, thereby obtaining 29 mg (yield: 96%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828316B2
Source datasetuspto-grants-2004_12
ORD IDord-7453c51b161145e2b2ac055b66d26903
Source noteuspto-grants-2004_12