Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Dimethylamino-4-methoxymethoxybenzaldehyde | HCID 19026975 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19026970 | HCID 19026970 | — |
Reaction Steps
To a solution of 2-bromopyridine (3.05 g, 19.3 mmol) in dry tetrahydrofuran (100 ml) was added dropwise n-butyl lithium in hexane (1.6M, 12.0 ml, 19.2 mmol) under nitrogen atmosphere. After stirring at -78° C. for 30 minutes, thereto was added dropwise a solution of the aldehyde compound (Compound A) (3.00 g, 14.3 mmol) in dry tetrahydrofuran (20 ml), and the mixture was stirred at -78° C. for 2 hours. A saturated aqueous solution of ammonium chloride (10 ml) was added thereto, and the mixture was stirred at room temperature for 50 minutes. The reaction mixture was poured into a saturated aqueous solution of ammonium chloride (200 ml) and extracted with ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05308840 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-d0f91952a7cf435e8bb786f48a10034f |
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| Source note | uspto-grants-1994_05 |
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