HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-([(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-methyl}-2,2,2-trifluoroacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl trifluoroacetate | HCID 9794 | — |
| Reactant | 4,5-Dimethoxy-1-(aminomethyl)benzocyclobutane, (S)- | HCID 11506616 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-([(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-methyl}-2,2,2-trifluoroacetamide | HCID 86628625 | — |
Reaction Steps
To 2.9 g (15 mmol) of {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}amine in 7.5 mL of methanol, at ambient temperature, there are added, all at once, 2.1 mL (15 mmol/1 eq.) of triethylamine, and then, dropwise, over 20 minutes, 2.3 mL (19 mmol/1.25 eq.) of ethyl trifluoroacetate. Stirring is carried out at ambient temperature for 2 hours, followed by evaporating to dryness. The residue is taken up in 100 mL of dichloromethane, and washing with 50 mL of 1N hydrochloric acid and then 50 mL of water and drying over magnesium sulphate are carried out. After filtration and concentration, the desired product is collected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076325B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-1f9e5c1d61c145b38d29b5dd563bf9c6 |
| Source note | uspto-grants-2011_12 |