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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104440Generated: October 30, 2026

Formaldehyde → HCID 68450887, compound

https://huagongshe.com/reaction/2104440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium HydroxideHCID 14798—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 68451900HCID 68451900—
SolventAcetic AcidHCID 176—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 68450887HCID 6845088796.7%

Reaction Steps

The compound (171 mg) obtained in Example 17 was suspended in methylene chloride (10 mL), and triethylamine (0.104 mL) was added, followed by stirring at room temperature for 10 minutes. After acetic acid (0.059 mL) was added to the reaction mixture, a 35% formalin (0.070 mL) and sodium triacetoxyborohydride (118 mg) were added, and the mixture was stirred at room temperature for 30 minutes. After 1N aqueous sodium hydroxide (3 mL) was added to the reaction mixture, water was added for partitioning the mixture. After the resultant organic layer was dried over sodium sulfate anhydrate, the solvent was then distilled away under reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride:methanol=50:3) to give a colorless foamy substance. This substance was suspended in 1N hydrochloric acid, and the suspension was concentrated under reduced pressure to give the title compound (85 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576135B2
Source datasetuspto-grants-2009_08
ORD IDord-5eaa720e28594b56a93b91d82c94ff04
Source noteuspto-grants-2009_08