HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 68856971, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 68858182 | HCID 68858182 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68856971 | HCID 68856971 | 95% |
Reaction Steps
A solution of (S)-1-(3-bromo-2-methyl-benzofuran-7-yl)-ethanol (1.39 g, 5.47 mmol) in CH2Cl2 (50 mL) is treated with imidazol (0.56 g, 8.21 mmol) and TBSCl (0.91 g, 6.02 mmol). The reaction is stirred at rt overnight. It is diluted with CH2Cl2 (50 mL); washed with 0.1 M HCl (3×30 mL); dried with Na2SO4; filtered and concentrated. The resulting crude material is purified by chromatography gives the title compound (1.92 g, 5.19 mmol, 95%). 1H NMR (CDCl3): δ. −0.02 (s, 3H), 0.07 (s, 3H), 0.91 (s, 3H), 2.48 (s, 3H), 1.52 (d, J=6.2 Hz, 3H), 5.38 (q, J=6.2 Hz, 1H), 7.25 (t, J=8.0 Hz, 1H), 7.30 (dd, J=8.0, 1.7 Hz, 1H), 7.40 (d, J=8.0 Hz, 1H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557103B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-8e021bfd5b884ab2b79b811375fd3869 |
| Source note | uspto-grants-2009_07 |