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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090381Generated: November 1, 2026

Water → HCID 44287195, compound

https://huagongshe.com/reaction/2090381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantLithium aluminum hydrideHCID 28112—
ReactantHCID 59402378HCID 59402378—
SolventTetrahydrofuranHCID 8028—
ProductHCID 44287195HCID 44287195—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of methyl 7-bromo-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (1.0 g, 3.7 mmol) in tetrahydrofuran (20 mL) was added 1.0 M of lithium tetrahydroaluminate in tetrahydrofuran (7.40 mL, 7.40 mmol, Aldrich Cat. No. 212776) dropwise at 0° C. The solution was stirred at 0° C. for 2 h. Water (0.3 mL), 15% NaOH aqueous solution (0.3 mL) and water (1.0 mL) were added dropwise in sequence to the reaction solution. The suspension was filtered through a pad of celite, and washed with ether. The filtrate was concentrated to afford the desired compound which was directly used in the next step reaction without further purification. LCMS (M+H)+: m/z=242.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436008B2
Source datasetuspto-grants-2013_05
ORD IDord-031fe1c8d20a445981a94b16a648bf93
Source noteuspto-grants-2013_05