HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 59153161, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | tert-Butyl [4-(hydroxymethyl)benzyl]carbamate | HCID 2794813 | — |
| Reactant | HCID 59153172 | HCID 59153172 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59153161 | HCID 59153161 | 41% |
Reaction Steps
Mix 1-(2,4-dihydroxy-3-trifluoromethyl-phenyl)-3-methyl-butan-1-one (2 g, 7.63 mmol), (4-hydroxymethyl-benzyl)-carbamic acid tert-butyl ester (1.99 g, 8.39 mmol) and triphenylphosphine (2.20 g, 8.39 mmol) in anhydrous toluene (125 mL) at room temperature under argon gas. Slowly add diisopropyl azodicarboxylate (1.70 g, 8.39 mmol, 1.7 mL) over 30 min. Stir the reaction mixture at room temperature overnight. Concentrate the mixture under reduced pressure and purify the residue by flash chromatography (silica gel) eluting with using 25% ethyl acetate/hexane to provide the product as a white solid (1.5 g, 3.12 mmol, 41% yield). MS (m/z): 480 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754742B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-24fb2410913349ff9ccc8ee4572d3792 |
| Source note | uspto-grants-2010_07 |