HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(2-Dimethylaminoethylaminomethyl)benzoic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Methanesulfonyloxymethylbenzoic acid benzyl ester | HCID 58001213 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Dimethylaminoethylaminomethyl)benzoic acid benzyl ester | HCID 58890008 | 53.3% |
Reaction Steps
N,N-Dimethylethylenediamine (0.90 mL, 8.2 mmol) was added to a solution of 4-methanesulfonyloxymethylbenzoic acid benzyl ester (Reference Compound No. 8-1, 2.3 g, 7.2 mmol) and triethylamine (3.0 mL, 22 mmol) in DMF (10 mL), and then the reaction mixture was stirred at room temperature for 2 hours. Saturated aqueous sodium hydrogen carbonate solution (0.15 L) was added to the reaction solution, and the whole was extracted with chloroform (0.10 L) three times. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to give 1.2 g of mixture including the title reference compound as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198271B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-26ca5ad5a2cf4807a0955f26029bcab6 |
| Source note | uspto-grants-2012_06 |