HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68973716, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | HCID 68973590 | HCID 68973590 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68973716 | HCID 68973716 | 112.5% |
Reaction Steps
1.5 g trans-3-hydroxymethyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester (5.41 mmol) were dissolved in 20 ml dichloromethane and 1.31 g of diethylaminosulfurtrifluoride (DAST, 8.1 mmol) in 2 ml dichloromethane were added at 0° C. The reaction mixture was stirred for 72 h at room temperature, further dichloromethane and water were added, the organic phase was separated, dried over magnesium sulphate, filtered and evaporated to dryness to yield 1.7 g of a light yellowish oil. The crude product was purified via silica gel chromatography using n-heptane/ethyl acetate (6:4) as eluent to yield 1.08 g product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642642B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-cfffb1633c0f41b48c066e39bed0c5f1 |
| Source note | uspto-grants-2014_02 |