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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409887Generated: October 29, 2026

Methyl 2-formylbenzoate → HCID 66601480, compound

https://huagongshe.com/reaction/409887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-formylbenzoateHCID 243003—
ReactantTert-butyl 3-aminoazetidine-1-carboxylateHCID 1516507—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
ProductHCID 66601480HCID 6660148087.3%

Reaction Steps

To a solution of 1-Boc-3-aminoazetidine 1a (1.0 g, 5.8 mmol) and methyl 2-formylbenzoate 2a (0.95 g, 5.8 mmol) in 1,2-dichloroethane (30 mL) and acetic acid (1.5 mL) was added Na(OAc)3BH (1.29 g, 6.08 mmol) at room temperature. The reaction was stirred for 5.5 h. It was quenched with aq. NaHCO3, and the resulting mixture was extracted with CH2Cl2. The organic solution was dried over Na2SO4 and concentrated. Purification by flash column chromatography (silica gel, 40% EtOAc/heptane) gave compound 2b (1.46 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759533B2
Source datasetuspto-grants-2014_06
ORD IDord-c08899423d6844d49c87bbc52d58571b
Source noteuspto-grants-2014_06