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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888889Generated: October 31, 2026

Acetic Acid → HCID 46194512, compound

https://huagongshe.com/reaction/888889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPhenylacetaldehydeHCID 998—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(Adamantan-2-yl)-4,4-dimethyl-1,2-diazetidin-3-oneHCID 67302882—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductHCID 46194512HCID 461945125.2%

Reaction Steps

A solution of 2-(adamantan-2-yl)-4,4-dimethyl-1,2-diazetidin-3-one (50.0 mg, 0.213 mmol) prepared in Process 3 of Example 12 in chloroform (3 mL) was added sequentially with phenylacetaldehyde (25.6 mg, 0.213 mmol), sodium triacetoxyborohydride (67.8 mg, 0.320 mmol) and acetic acid (15.4 mg, 0.256 mmol) at room temperature, and the resultant was stirred at the same temperature for 2 hours. The reaction solution was added with water and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, the obtained residue was purified using Preparatory Thin-Layer chromatography (hexane:ethyl acetate=4:1), and the title compound (3.70 mg, 5.20%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252781B2
Source datasetuspto-grants-2012_08
ORD IDord-d0454a46bfe64197a3f6a207fcadd59a
Source noteuspto-grants-2012_08