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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548233Generated: October 29, 2026

Toluene → HCID 86636512, compound

https://huagongshe.com/reaction/548233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant2-[(benzyloxy)carbonyl]-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1-carboxylic acidHCID 19031992—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86636512HCID 86636512—

Reaction Steps

A solution of 1,3,4,9-tetrahydro-beta-carboline-1,2-dicarboxylic acid 2-benzyl ester (3.7 mg, 9.4 mmol) in THF (100 ml) under N2 was cooled to −78° C. 1.5M DIBAL in toluene solution (31.2 ml, 47 mmol) was added over 2 hours. After stirring for 4 hours the reaction mixture was quenched with methanol and water, extracted into EtOAc and washed with dilute aqueous HCl. The organic layer was dried over Na2SO4, filtered and evaporated to dryness. LCMS purity 50%, m/z 335 [M++H]+ The material was used in the next stage without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939666B2
Source datasetuspto-grants-2011_05
ORD IDord-36435094306544778110076667f25c3f
Source noteuspto-grants-2011_05