HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Lutidine → Methyl 4-(triisopropylsiloxy)phenylacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-, methyl ester | HCID 518900 | — |
| Reactant | Triisopropylsilyl trifluoromethanesulfonate | HCID 2724529 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-(triisopropylsiloxy)phenylacetate | HCID 10471397 | — |
Reaction Steps
To methyl 2-(4-hydroxyphenyl)acetate (E1) in CH2Cl2 at 0° C. was added 2,6-lutidine and TIPS-OTf. The ice bath was removed and the solution was allowed to warm to room temperature and stirred. After 4 h the solution was poured into NH4Cl(sat) and CH2Cl2 and the organic layer was further extracted with NH4Cl(sat). The organics were dried (Na2SO4) filtered and evaporated. Column chromatography (0-15% EtOAc/Hexanes) gave pure methyl-2-(4-(triisopropylsilyloxy)phenyl)acetate (E2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394826B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-d73f69458b60477b9d15e9f8b9338ce4 |
| Source note | uspto-grants-2013_03 |