HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 178460584, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-[[Bis(allyloxy)phosphoryl]oxymethyl]-3-methoxybenzoyl chloride | HCID 21110443 | — |
| Reactant | HCID 178462432 | HCID 178462432 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178460584 | HCID 178460584 | 49% |
Reaction Steps
According to a similar procedure to that described in Example 1-(12), 4-[(1E,3E)-4-[trans-5-[[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]thio]-1,3-dioxan-2-yl]-1,3-butadienyl]-3-fluorobenzonitrile (542.6 mg, 1.00 mmol) described in Reference example 1, sodium hydride (55% dispersion in mineral oil; 52.4 mg, 1.20 mmol), and the crude 2-[[bis(allyloxy)phosphoryl]oxymethyl]-3-methoxybenzoyl chloride were reacted in tetrahydrofuran (7 ml), and the reaction mixture was worked up to afford, after extraction, the title compound as a crude oil. The crude oil was subjected to chromatography on a silica gel (30 g) column (eluent; ethyl acetate:hexane=2:1˜4:1) to afford the title compound (425.5 mg, 49% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230023B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-45b3144e84a445a9b5f5c06edab8308c |
| Source note | uspto-grants-2007_06 |