HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055050Generated: October 31, 2026
Chloroacetyl chloride → HCID 21959306, compound
https://huagongshe.com/reaction/2055050
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 3-(2,4-Bis{[2-(trimethylsilyl)ethoxy]methoxy}phenyl)-4-methyl-7-{[2-(trimethylsilyl)ethoxy]methoxy}-2H-1-benzopyran-2-one | HCID 21959225 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21959306 | HCID 21959306 | — |
Reaction Steps
At room temperature, 3-[2,4-Bis-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-chromen-2-one (1.6 g, 2.37 mmol) in THF (10 mL) was added LiHMDS (2.9 mL, 2.84 mmol) slowly. The reaction mixture was stirred for 10 min and then added into chloroacetyl chloride (0.28 mL, 1.5 equiv.) in THF (20 mL) at −20° C. The reaction mixture was maintained at −20° C. for 1 hour, then diluted with diethyl ether (200 mL), washed with aqueous NH4Cl (100 ml), brine and organic layer was dried over anhydrous MgSO4. The resulting product was then concentration by vacuum to dryness and purified by silica gel column chromatography to yield the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07329654B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-e1ed11778ed645a5a2f15bda78140d93 |
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| Source note | uspto-grants-2008_02 |
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