HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-(tert-Butyldimethylsilyloxy)cyclobutyl pivalate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | 3-Hydroxycyclobutyl 2,2-dimethylpropanoate | HCID 57515871 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(tert-Butyldimethylsilyloxy)cyclobutyl pivalate | HCID 57515872 | — |
Reaction Steps
To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552181B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ce1e436368494aedbfc2a28bc93967f6 |
| Source note | uspto-grants-2013_10 |