Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | HCID 13579663 | HCID 13579663 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90465074 | HCID 90465074 | 52% |
Reaction Steps
3 g of 7,8-dimethoxy-1H-3-benzazepine-2,4(3H,5H)-dione (12.8 mmol), 2 g of 4-methoxy-benzyl chloride (12.8 mmol, 1 eq), 2.64 g of K2CO3 (19.1 mmol, 1.5 eq), 1.06 g of KI (6.4 mmol, 0.5 eq) and 30 mL of acetonitrile are introduced into a 100-mL three-necked flask. The reaction mixture is heated at 80° C. for 3 hours 30 minutes. 1 g of 4-methoxybenzyl chloride is introduced three times and the reaction mixture is held at 80° C. for 24 hours. After returning to ambient temperature, 30 mL of water and 30 mL of dichloromethane are introduced. After extraction and drying of the organic phase, the dark red oil obtained is purified by flash chromatography on a silica column (eluant: dichloromethane/methanol 99/1) to obtain the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08927708B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-29c52a42ef4a4ae3950633e3edc1a75c |
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| Source note | uspto-grants-2015_01 |
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