HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 66906348, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3,5-Dichlorobenzylic alcohol | HCID 43236 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Dimethyl 3-hydroxyphthalate | HCID 12223651 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66906348 | HCID 66906348 | 48% |
Reaction Steps
To a stirred suspension of 3-hydroxyphthalic acid dimethyl ester (0.5 g, 2.4 mmol), (3,5-dichloro-phenyl)-methanol (0.84 g, 4.8 mmol), and polymer-supported triphenyl phosphine (1.5 g, 4.8 mmol) in THF (30 mL) in ice-bath was slowly added diisopropyl azodicarboxylate (1.0 mL, 4.8 mmol) and stirred at r.t. overnight. The mixture was filtered and the solid was washed with ethyl acetate (10 mL). The filtrate was evaporated and the residue was purified by flash column chromatography (EtOAc/Hexane) to give 3-(3,5-dichloro-benzyloxy)-phthalic acid dimethyl ester (0.42 g, 48% yield). The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181216B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-ddfaf7154ebb49599f37550af7644906 |
| Source note | uspto-grants-2015_11 |