Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | p-Anisoyl chloride | HCID 7477 | — |
| Reactant | Desoxyanisoin | HCID 67120 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22554791 | HCID 22554791 | — |
Reaction Steps
To a solution of desoxyanisoin (1.0 equiv.) in THF at −78° C. was added dropwise 1.5 equiv. of [(CH3)2Si]2NLi. The solution was stirred for 1 h at −78° C., followed by addition of 1.2 equiv. of p-anisoyl chloride. The reaction mixture was stirred for 10 min at −78° C. and then for 22 h at rt, acidified with 10% citric acid, and extracted with EtOAc. The combined organic layers were washed with water and dried over Na2SO4. Removal of solvent in vacuo provided a crude solid which was purified by flash chromatography (CH2Cl2) to give 1,2,3-tris(4-methoxyphenyl)propane-1,3-dione.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06291505B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-87de28ace91241589dde08f34a1f3a6c |
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| Source note | uspto-grants-2001_09 |
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