HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Hydroxide → HCID 68721796, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 86761669 | HCID 86761669 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68721796 | HCID 68721796 | 74.4% |
Reaction Steps
Ammonium hydroxide (5.0 mL, 128 mmol) was added to a 0° C. solution of 4-chloro-5-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-2-sulfonyl chloride (1.33 g, 2.8 mmol) in acetone (4.5 mL) and THF (2.5 mL). The reaction mixture was stirred at RT for 30 min and evaporated. The residue was taken up in EtOAc and washed with brine. The organic phase was dried (Na2SO4), filtered, evaporated, and purified by silica gel chromatography (0-25% EtOA/hexanes) to give the title compound (0.95 g, 74%) as a light yellow oil. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 5.71 (s, 2H), 5.37 (br. s., 2H), 4.75 (s, 2H), 3.59-3.70 (m, 2H), 0.92-0.97 (m, 2H), 0.91 (s, 9H), 0.11 (s, 6H), 0.02 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-ab9e47ea452841cd88d9ff18ec2ff683 |
| Source note | uspto-grants-2012_11 |