Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | HCID 44820357 | HCID 44820357 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68533153 | HCID 68533153 | — |
Reaction Steps
To 4.6 g (20 mmol) of {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}amine hydrochloride in 60 mL of dichloromethane, at ambient temperature, there are added, all at once, 6.1 mL (44 mmol/2.2 eq.) of triethylamine and stirring is carried out for about 30 minutes. There are then added dropwise, over 40 minutes, 2 mL (22 mmol/1.1 eq.) of cyclopropanecarboxylic acid chloride. The mixture is then stirred at ambient temperature for 1 hour 30 minutes and is then transferred to a separating funnel; 60 mL of dichloromethane are added and successive washing with 40 mL of water, two 40 mL quantities of 1N hydrochloric acid, two 40 mL quantities of saturated aqueous sodium hydrogen carbonate solution and 40 mL of water are carried out. After drying over magnesium sulphate, filtration and concentration, the desired product is collected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076325B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-ac9dd73e7bd34fc78eff56650bc42830 |
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| Source note | uspto-grants-2011_12 |
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