Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Butyryl chloride | HCID 8855 | — |
| Reactant | HCID 14742624 | HCID 14742624 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 21468284 | HCID 21468284 | 95% |
Reaction Steps
2.56 (10 millimols) of (+)-3-methyl-3-(4benzyloxyphenyl)propanol (XI-1) obtained in Preparation Example (starting material compound (V)) 1, was dissolved in 20 ml of pyridine and 1.38 g (13 millimols) of butyrylchloride was added at 30°-40° C. and reacted for 2 hours. The reaction mixture was poured into 200 ml of water and extracted with 200 ml of toluene and separated and then washed with, in the order, 1N aqueous solution of hydrochloric acid, water, 5% aqueous solution of sodium bicarbonate and water, and thereafter dried on anhydrous magnesium sulfate. After the solvent was distilled out under the reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: toluene-ethyl acetate) to provide 3.1 g (yield: 95%) of (+)-4-benzyloxy-l-(1-methyl-3-butyryloxypropyl) benzene (VIII-9).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05389293 |
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| Source dataset | uspto-grants-1995_02 |
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| ORD ID | ord-30afa74c9cc14329b72653ea8b067c1d |
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| Source note | uspto-grants-1995_02 |
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