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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293123Generated: November 1, 2026

N-(2-phenylethyl)acetamide → 1-Methyl-3,4-dihydroisoquinoline

https://huagongshe.com/reaction/2293123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2-phenylethyl)acetamideHCID 70143—
ReactantAzane;hydrateHCID 12896473—
SolventDichloromethane methanolHCID 21226129—
Product1-Methyl-3,4-dihydroisoquinolineHCID 23150286.4%

Reaction Steps

8.43 g of the compound(51.6 mM) prepared in Step 1 above was added to 84.36 g of polyphosporic acid, which was reacted at 160° C. for 1.5 hours with stirring. The reaction solution was poured into ice water, neutralized with ammonia water, and extracted from ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under a reduced pressure. The residue thus obtained was subjected to silica gel column chromatography using a mixed solvent of methanol:dichloromethane (1:20 (v/v)) as a developing solvent to give 6.48 g of the title compound as oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05686458
Source datasetuspto-grants-1997_11
ORD IDord-d7869253a49043a1b675031e29f82c8d
Source noteuspto-grants-1997_11