Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6carboximidate | HCID 19833914 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 19833896 | HCID 19833896 | — |
Reaction Steps
9.32 g of ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate are placed in 100 ml of tert.butyl methyl ether with 3.54 g of triethylamine. 4.92 g of benzoyl chloride are added dropwise within about 30 minutes while cooling with an ice bath. The mixture is then left to stir at 0°-5° C. for 20 minutes. The reaction mixture is poured into water and extracted twice with ethyl acetate. The extracts are washed with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate and evaporated. The crude product is dissolved in ethyl acetate while warming and suction filtered over an about 3 cm deep layer of silica gel. The crystals obtained after evaporation of the filtrate are recrystallized from ethanol, and there is obtained ethyl N-benzoyl-5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate, m.p. 116°-117° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05015640 |
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| Source dataset | uspto-grants-1991_05 |
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| ORD ID | ord-8fb15fbbffcf4df89405b7b5bb68bd2b |
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| Source note | uspto-grants-1991_05 |
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