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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159361Generated: November 3, 2026

Sodium Hydroxide → HCID 178521632, compound

https://huagongshe.com/reaction/1159361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantN-Benzyl-3-oxocyclobutanecarboxamideHCID 68619384—
ReactantHCID 178484138HCID 178484138—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178521632HCID 17852163258.3%

Reaction Steps

LiAlH4 (2.7 g, 0.07 mol) was added to a solution of intermediate 7, N-Benzyl-3-oxocyclobutanecarboxamide (7.12 g, 0.035 mol) in absolute THF (100 mL) under stirring in argon. The mixture was refluxed under stirring for 2 h and cooled. Then 10 N NaOH (2 mL) and water (1 mL) were added. The organic layer was decanted, and the aqueous one was extracted with THF (2×50 mL). The organic layers were evaporated to afford the title compound (3.9 g, 58%) as a colorless oil. 1H NMR-data (DMSO-d6): 7.00-7.49 (m, 6H, NH, Ph); 4.80 (br.s, 1H, OH); 3.81-3.95 (m, 1H); 3.67 (s, 2H, CH2); 2.48 (d, 2H, CH2, J=6.8 Hz); 2.19-2.30 (m, 2H); 1.70-1.84 (m, 1H); 1.35-1.50 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812040B2
Source datasetuspto-grants-2010_10
ORD IDord-47cdbc247c4e42d2b76fb6d56a90975b
Source noteuspto-grants-2010_10