HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 10114634, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Butene, 1-bromo-3-methyl- | HCID 70092 | — |
| Reactant | Fumitremorgin C | HCID 403923 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10114634 | HCID 10114634 | — |
Reaction Steps
To a stirred suspension of sodium hydride (0.12 mol) in dry dichloromethane (0.1 ml) was added a solution of fumitremorgin C (0.05 mmol) in dichloromethane (0.5 ml) under an atmosphere of nitrogen at room temperature. Upon stirring for forty-five minutes, 3,3-dimethyl allyl bromide (0.11 mmol) was added and the reaction mixture stirred under nitrogen for two hours. Saturated aqueous solution of ammonium chloride was then added, and the alkylation product was extracted with ethyl acetate and purified by HPLC on a C18 column using methanol/water as mobile phase. MS and 1H NMR spectra were consistent with the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06878737B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-efc150f26a8144deb6b0fbe1f1020dce |
| Source note | uspto-grants-2005_04 |