Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 19917895 | HCID 19917895 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 19917940 | HCID 19917940 | — |
Reaction Steps
5-Bromo-4-fluoro-2,2-diphenyl-1,3-benzodioxol (17.3 g) are dissolved in 150 ml of tetrahydrofuran, treated at -78° C. with 29.1 ml of a 0.6M solution of n-butyllithium in n-hexane and stirred at -78° C. for 15 minutes. Thereupon, 10 ml of dimethylformamide are added, after stirring for a further 15 minutes the mixture is treated with semi-saturated, aqueous ammonium chloride solution and extracted with ethyl acetate. The organic phase is dried with magnesium sulphate and evaporated. The residue is crystallized from ethanol. After drying there are obtained 12.7 g of 4-fluoro-2,2-diphenyl-1,3-benzodioxol-5-carboxaldehyde as white crystals of m.p. 92°-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05438052 |
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| Source dataset | uspto-grants-1995_08 |
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| ORD ID | ord-c8f02ca7b1ee4517ba885a5bc6b6edc2 |
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| Source note | uspto-grants-1995_08 |
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