HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Lutidine → Methyl 2-(4-((triisopropylsilyloxy)methyl)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | Triisopropylsilyl trifluoromethanesulfonate | HCID 2724529 | — |
| Reactant | Methyl 2-[4-(hydroxymethyl)phenyl]acetate | HCID 12575321 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-(4-((triisopropylsilyloxy)methyl)phenyl)acetate | HCID 59563736 | — |
Reaction Steps
To methyl 2-(4-(hydroxymethyl)phenyl)acetate (E132) 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 stir. 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 (MgSO4) filtered and evaporated. Column chromatography (SiO2, 0-15% EtOAc/Hexanes) gave pure methyl 2-(4-((triisopropylsilyloxy)methyl)phenyl)acetate (E133).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716310B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-79b2d6083add483480810ae43f6ad18a |
| Source note | uspto-grants-2014_05 |