Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 20095706 | HCID 20095706 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | HCID 20095713 | HCID 20095713 | — |
Reaction Steps
43.6 g of 5-bromo-2,4-diethoxy-6-methyl-1-methoxymethyloxybenzene prepared in Referential Example 8 was dissolved in 220 ml of THF, and 100 ml of n-butyllithium (1.6M n-hexane solution) was dropwise added thereto at -70° C. The mixture was stirred at -40° C. for 30 min, and 11.9 g of dimethylformamide was dropwise added thereto. The temperature of the reaction mixture was returned to room temperature, and an aqueous ammonium chloride solution was added thereto, followed by extracting with ethyl acetate. The organic phase was washed with-water, dried, concentrated and purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=90:10) to prepare 19.2 g of the product compound as a colorless oleaginous substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05385942 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-11f6dafab42942d3ac681268926aac1c |
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| Source note | uspto-grants-1995_01 |
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