HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid monohydrate → 3-methoxy-2-methoxymethyl-2-methyl-N-(3-oxo-propyl)-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | N-(3,3-diethoxy-propyl)-3-methoxy-2-methoxymethyl-2-methyl-propionamide | HCID 86641927 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 3-methoxy-2-methoxymethyl-2-methyl-N-(3-oxo-propyl)-propionamide | HCID 86641928 | 97.9% |
Reaction Steps
To a solution of 3 g of N-(3,3-diethoxy-propyl)-3-methoxy-2-methoxymethyl-2-methyl-propionamide in 71 mL of acetone was added 3.91 g of TsOH.H2O. The mixture was stirred over night at rt, quenched with sat.-NaHCO3 and extracted with DCM. The organic phase was washed with brine, dried over anh. Na2SO4 and concentrated in vacuo. The resulting crude material was purified by CC using Hept/EtOAc from 100/0 to 0/100 as eluant to yield 2.19 g of 3-methoxy-2-methoxymethyl-2-methyl-N-(3-oxo-propyl)-propionamide
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436205B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-dc3d52449da449909562d9b9a7864af7 |
| Source note | uspto-grants-2013_05 |