Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Allyl chloroformate | HCID 18052 | — |
| Reactant | HCID 178450030 | HCID 178450030 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12074108 | HCID 12074108 | — |
Reaction Steps
7-[1-Hydroxy-1-(1H-imidazol-4-yl)-2-methylpropyl]-2-methyl-1,2-dihydro-3H-benzo[e]isoindol-3-one (13.8 g) was suspended in DMF (400 ml) and the mixture was heated to 85° C. to give a homogeneous solution. This solution was cooled in an ice bath and triethylamine (8.6 ml) was added. Then allyloxycarbonyl chloride (5.2 ml) was slowly added and the reaction mixture was stirred at room temperature for 1.5 hrs. The reaction mixture was diluted with water and extracted twice with ethyl acetate. The extracted layers were combined, washed three times with water, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography (carrier: silica gel, developing solvent: dichloromethane-methanol=100:1-40:1) to give the title compound (15.9 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06960586B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-f55deb3e979c41e48080a5418e71f664 |
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| Source note | uspto-grants-2005_11 |
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