HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 22709782, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 6-hydroxymethyl-5,6,7,8-tetrahydro-2-naphthalenecarboxylate | HCID 13851838 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22709782 | HCID 22709782 | — |
Reaction Steps
In N,N-dimethylformamide (5 ml), (2RS)-2-hydroxymethyl-6-methoxycarbonyl-1,2,3,4-tetrahydronaphthalene (1.71 g) was dissolved, followed by the addition of imidazole (0.81 g) and tert-butyldimethylsilyl chloride (1.81 g) under ice cooling. The resulting mixture was stirred at room temperature for 14 hours. After the addition of methanol, the mixture was concentrated under reduced pressure. The concentrate was diluted with ethyl acetate, washed with water and then dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (hexane:ethyl acetate=50:1), whereby a yellow solid (2.20 g, 85%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525042B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-1b7949180d174d7cb77547329b67fa3e |
| Source note | uspto-grants-2003_02 |