Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diglyme | HCID 8150 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 86683178 | HCID 86683178 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86683179 | HCID 86683179 | 67% |
Reaction Steps
4-(allyloxy)-1-chloroisoquinoline (1.0 g, 4.55 mmol) was dissolved in diglyme (5 mL) and heated to 180° C. for 1 h. The reaction was cooled down to rt before adding EtOAc and water. Washed EtOAc layer with water then brine solution. The organic layer was then dried and concentrated. The residue was purified by flash chromatography with 20% of EtOAc/hexane to afford 3-allyl-1-chloroisoquinolin-4-ol (670 mg, 67%) as product. MS: MS m/z 220.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957203B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-20ee6d1a35884f8897038cbf1122f013 |
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| Source note | uspto-grants-2015_02 |
|---|