Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921687Generated: October 31, 2026

Lithium borohydride → N-[1,3-Dihydroxy-2-(6-octyl-1,2,3,4-tetrahydronaphthalen-2-yl)propan-2-yl]acetamide

https://huagongshe.com/reaction/1921687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
ReactantDiethyl 2-acetamido-2-(6-octyl-1,2,3,4-tetrahydronaphthalen-2-yl)malonateHCID 57577378—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductN-[1,3-Dihydroxy-2-(6-octyl-1,2,3,4-tetrahydronaphthalen-2-yl)propan-2-yl]acetamideHCID 5757738233%

Reaction Steps

Lithium borohydride (2M solution in THF, 0.88 ml, 1.76 mmol) was added to compound 6 (200 mg, 0.44 mmol) in 5 ml THF at 0° C. The reaction mixture was stirred at room temperature for 48 hours and diluted with 40 ml ethyl acetate. The solution was washed with brine (2×20 mL) and dried over magnesium sulfate and concentrated under vacuum. The residue was purified by column chromatography (Silica gel, 4% MeOH in CH2Cl2) to provide 55 of mg compound 7 (33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173710B2
Source datasetuspto-grants-2012_05
ORD IDord-03f214d8cbb544d98c3f5607c87e6bc1
Source noteuspto-grants-2012_05