HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 86585467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | {2-Methyl-4-[2-(4-octylphenyl)ethyl]-4,5-dihydro-1,3-oxazol-4-yl}methanol | HCID 71316181 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86585467 | HCID 86585467 | 100.6% |
Reaction Steps
A solution of 0.059 mL (0.8 mmol) of oxalyl chloride in 1.5 mL of CH2Cl2 at −78° C. was treated with 0.12 mL (1.6 mmol) of DMSO. The resulting mixture was stirred cold for 10 min, 118 mg of (+/−)-2-methyl-4-hydroxymethyl-4-(2-(4-octylphenyl)ethyl)oxazoline (from EXAMPLE 2, Step A) was added and resulting mixture was stirred cold for 30 min. TEA (0.28 mL, 2.0 mmol) was added and the resulting mixture was warmed to rt. The mixture was partitioned between 30 mL of ether and 10 mL of water. The organic layer was separated, dried and concentrated to afford 118 mg (100%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06437165B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-51028a804cbb455fb72c41151c58770b |
| Source note | uspto-grants-2002_08 |