HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diazomethane → HCID 57438380, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 66699641 | HCID 66699641 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57438380 | HCID 57438380 | 85% |
Reaction Steps
Add oxalyl chloride (0.660 mg, 5.20 mmol) to a solution of 3-[[4-(3-hydroxy-2-methyl-4-propionyl-phenoxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-benzoic acid (2.50 g, 5.00 mmol) in tetrahydrofuran (0.20M). Add dimethylformamide (5 drops). Add ethereal solution of diazomethane (15.0 mmol) and stir for 2 hours. Add hydrochloric acid (4N in dioxane) to quench unreacted diazomethane and evaporate solvents to afford the title compound (2.25 g, 4.19 mmol, 85%): MS (m/z): 536 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598423B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-da80d598c8af4481bac72ed5e0433fe5 |
| Source note | uspto-grants-2009_10 |