HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyldimethylsilyl chloride → HCID 66784101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(1,3-Thiazol-4-yl)propan-1-ol | HCID 14774274 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66784101 | HCID 66784101 | 91% |
Reaction Steps
A sol. of 3-thiazol-4-yl-propan-1-ol (610 mg, 4.26 mmol), DIPEA (1.82 mL, 10.7 mmol), DMAP (catalytic amount) and TBDMS-Cl (964 mg, 6.40 mmol) in CH2Cl2 (12 mL) was stirred at rt for 1 h. The mixture was diluted with more CH2Cl2, and washed with aq. 1M HCl, aq. sat. NaHCO3, and brine. The org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:9→2:8→1:1) yielded the title compound (996 mg, 91%). LC-MS: tR=1.06, ES+: 258.18.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138340B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-645364b9ef374362b64324cf9eb741f8 |
| Source note | uspto-grants-2012_03 |