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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390040Generated: October 31, 2026

Acetic Acid → HCID 59323234, compound

https://huagongshe.com/reaction/2390040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-butyl benzyl(2-oxoethyl)carbamateHCID 10868680—
ReactantHCID 59323144HCID 59323144—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 59323234HCID 5932323489%

Reaction Steps

8 mg of 3-benzyl-6-fluoro-1,2,3,4-tetrahydroisoquinoline, 9.3 mg of tert-butyl benzyl(2-oxoethyl)carbamate, 11 mg of sodium triacetoxyborohydride, and 10 μL of acetic acid were dissolved in 0.5 mL of toluene, followed by continuously stirring at room temperature for 30 minutes. Water was added to the reaction liquid, followed by extraction with ethyl acetate, and the organic layer was then washed with an aqueous sodium bicarbonate solution and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue obtained was purified using silica gel chromatography (diethyl ether:hexane=1:2) to obtain 14 mg (yield 85%) of a title compound as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273766B2
Source datasetuspto-grants-2012_09
ORD IDord-3a29c5b63fcf4a868fe0f8c9a0ed5fa8
Source noteuspto-grants-2012_09