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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692600Generated: November 4, 2026

Formaldehyde → HCID 57697642, compound

https://huagongshe.com/reaction/1692600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantWaterHCID 962—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 57697594HCID 57697594—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductHCID 57697642HCID 5769764239.1%

Reaction Steps

To a solution of the compound (0.30 g) obtained in Example 22 and paraformaldehyde (0.052 g) in a mixture of acetic acid (0.20 mL) and CH2Cl2 (4 mL) was added NaBH(OAc)3 (0.274 g), and the mixture was stirred at room temperature for 25 hr. Paraformaldehyde (0.052 g) and NaBH(OAc)3 (0.274 g) were further added, and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into water, and the resultant product was extracted with CH2Cl2. The organic layer was washed with water and brine, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient; 30→60% ethyl acetate/hexane) to give the title compound (0.122 g, 39%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158617B2
Source datasetuspto-grants-2012_04
ORD IDord-bf23733468ff44618e6adebcf8e8d499
Source noteuspto-grants-2012_04