HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(2-phenylethyl)acetamide → 1-Methyl-3,4-dihydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(2-phenylethyl)acetamide | HCID 70143 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 1-Methyl-3,4-dihydroisoquinoline | HCID 231502 | 86.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686458 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-d7869253a49043a1b675031e29f82c8d |
| Source note | uspto-grants-1997_11 |