HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-Hydroxy-3-trimethylsilyl-prop-2-ynimidoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 3-Trimethylsilylprop-2-ynal oxime | HCID 73165847 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Hydroxy-3-trimethylsilyl-prop-2-ynimidoyl chloride | HCID 86662874 | — |
Reaction Steps
To a solution of 3-trimethylsilylprop-2-ynal oxime (Carreira, Erick M.; Lohse-Fraefel, Nina, Organic Letters, Volume 7, Issue 10, 2005, Pages 2011-20141, 68 g, 11.9 mmol) in 11.9 mL of DMF stirred at r.t. was added N-chlorosuccinimide (1.99 g, 14.8 mmol). After 4 h stirring, the solution was poured into water and extracted with Et2O. After the usual work-up, the residue (2.09 g) was used as it was for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-ce61971d78644b359320d199c61a3595 |
| Source note | uspto-grants-2013_11 |