HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86678189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | HCID 57625348 | HCID 57625348 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86678189 | HCID 86678189 | 94.4% |
Reaction Steps
Compound A1 (1.22 g, 4.28 mmol) obtained in Reference Example 1 was dissolved in dichloromethane (12.0 mL). Diisopropylethylamine (1.5 mL, 8.6 mmol) and 2-(trimethylsilyl)ethoxymethyl chloride (1.10 mL, 6.40 mmol) were added and the mixture was stirred at room temperature for minutes. Water was added to the reaction mixture. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1) to give Compound A5 (1.68 g, 94% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150569B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-a3592a9788fb49bdb5f20c2e819547ce |
| Source note | uspto-grants-2015_10 |