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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202010Generated: October 29, 2026

Acetic Acid → HCID 90238065, compound

https://huagongshe.com/reaction/2202010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-AminotetrahydropyranHCID 419223—
ReactantMethyl 3-formylbenzoateHCID 639145—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventMethanolHCID 887—
ProductHCID 90238065HCID 9023806567%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of methyl 3-formylbenzoate (492 mg, 3.0 mmol) in MeOH (10 mL) was added tetrahydro-2H-pyran-4-amine (303 mg, 3.0 mmol) and AcOH (0.05 mL). The mixture was stirred at 25° C. for 2 h. NaBH3CN (945 mg, 15.0 mmol) was added, and the resulting mixture was stirred at 25° C. for 16 h. The reaction solution was concentrated and the residue was dissolved in water and extracted with DCM. The organic layer was concentrated, and the residue was purified by prep-TLC to give the title product (500 mg, Yield 67%). LCMS (m/z): 250.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365519B2
Source datasetuspto-grants-2016_06
ORD IDord-e0efae27f6394b29a482bc446bdb308f
Source noteuspto-grants-2016_06