HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → methyl (t-butyldimethylsilyloxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl Glycolate | HCID 66774 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl (t-butyldimethylsilyloxy)acetate | HCID 11171734 | 97,876,664% |
Reaction Steps
Methyl glycolate (0.776 ml, 0.905 g, 10.0 nmol) was added to a suspension of TBDMS-Cl (1.81 g, 12.0 mmol) and imidazole (1.7 g, 25.0 mmol) in dry dimethylformamide (DMF) (2.0 ml) at 0° C., under stirring. After 90 min stirring at RT, water (25 ml) was added, and the resulting mixture was extracted with ethyl ether (3×15 ml). The organic phases were combined, washed with water (3×15 ml), dried (Na2SO4) and evaporated to give methyl (t-butyldimethylsilyloxy)acetate (2.0 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05767282 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-7cf9a88370b5437eacec6c295dbdd33b |
| Source note | uspto-grants-1998_06 |