Ammonia → HCID 21504103, 화합물

Methyl (5-methoxynaphth-2-yl)ketone (0.25 moles) and phosphorus pentachloride (0.31 moles) are placed in a 3-neck flask equipped with a mechanical stirrer, a condenser connected to a nitrogen inlet, and a thermometer. The mixture is stirred at 33°-35° C for 3 days. The cooled reaction mixture is poured onto 800 g of ice and extracted with 3 × 500 ml of ether. The ether fraction is washed with 2 × 100 ml water 4 × 100 ml of 5% sodium hydroxide, 3 × 50 ml water, 2 × 50 ml of saturated saline and dried over sodium sulfate. The ether is removed to give the chlorinated intermediate. The intermediate is dissolved in anhydrous THF (200 ml) and is added dropwise to a freshly prepared solution of sodamide in liquid ammonia, using a dry-ice condenser. The reaction mixture is allowed to stir at room temperature overnight; then, it is poured into 50 ml of water and 500 ml of ether. The ether fraction is washed with 3 × 50 ml water and solvent gives a residue which is distilled to give 2-ethynyl-5-methoxynaphthalene.

1. customequipped with a mechanical stirrer, a condenser
2. customconnected to a nitrogen inlet
3. customThe cooled reaction mixture
4. extractionextracted with 3 × 500 ml of ether
5. washThe ether fraction is washed with 2 × 100 ml water 4 × 100 ml of 5% sodium hydroxide, 3 × 50 ml water, 2 × 50 ml of saturated saline
6. dry with materialdried over sodium sulfate
7. customThe ether is removed
8. customto give the chlorinated intermediate
9. stirringto stir at room temperature overnight
10. washThe ether fraction is washed with 3 × 50 ml water and solvent
11. customgives a residue which
12. distillationis distilled

ORD 기록

ord-b9dd3d04b3b542d190a87ca5874d3e42

출처 데이터셋

uspto-grants-1976_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US03987116