HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 3-(tert-butyldimethylsilyloxy)-2,2-dimethylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 3-hydroxypivalate | HCID 84152 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-(tert-butyldimethylsilyloxy)-2,2-dimethylpropanoate | HCID 12044793 | 32.5% |
Reaction Steps
Methyl 2,2-dimethyl-3-hydroxypropionate (1.32 g), tert-butyldimethylsilyl chloride (1.8 g), 4-dimethylaminopyridine (122 mg) and NEt3 (1.67 ml) were dissolved in DCM (100 ml) and stirred for 16 h at RT. A NaHSO4 solution was added, and the org. phase was further washed with water, dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/4) afforded 800 mg of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048881B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-7360ed879fe54fab90efb37696c567f8 |
| Source note | uspto-grants-2011_11 |