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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276974Generated: November 1, 2026

Toluene → HCID 86636512, compound

https://huagongshe.com/reaction/2276974

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 numberUS09133104B2
Source datasetuspto-grants-2015_09
ORD IDord-90f54851d651400896ca5b857dcd5cbb
Source noteuspto-grants-2015_09