HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(2-mercapto-ethyl)-3,N,N-trimethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) | HCID 22230 | — |
| Reactant | 3,N,N-trimethyl-4-(2-triphenylsilanylsulfanyl-ethyl)-benzamide | HCID 86672758 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(2-mercapto-ethyl)-3,N,N-trimethyl-benzamide | HCID 86672759 | 99% |
Reaction Steps
Citric acid monohydrate (110 mg, 0.523 mmol) and potassium carbonate (52.8 mg, 0.382 mmol) were added to a solution of 3,N,N-trimethyl-4-(2-triphenylsilanylsulfanyl-ethyl)-benzamide (767 mg, 1.59 mmol) in MeOH (27 ml) at room temperature, and the mixture was stirred for one hour. The reaction mixture was concentrated under reduced pressure, and the residue was then dissolved in dichloromethane. The organic layer was washed with water, and then dried over MgSO4 and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to give 4-(2-mercapto-ethyl)-3,N,N-trimethyl-benzamide (351 mg, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169254B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-bc18df286931403eb7a34e78b47ac7c7 |
| Source note | uspto-grants-2015_10 |