반응 #8806

반응 방정식

sodium hydroxide

aluminum

sodium aluminate

isoquinoline

AlCl3

Bromine

→

solid

수율 26.0%

5-Bromoisoquinoline

수율 26.0%

반응 조건

후처리

1. 1
   기타equipped with a condenser
2. 2
   기타terminating in a stiff, crescent-shaped Teflon polytetrafluroethylene paddle
3. 3
   온도The mixture was heated to 75–85° C
4. 4
   기타of 4 hours
5. 5
   workup.ADDITIONThe almost black mixture was poured
6. 6
   workup.STIRRINGinto vigorously hand-stirred
7. 7
   추출the oily layer was extracted with ether
8. 8
   건조After being dried with Na2SO4
9. 9
   농축concentrated
10. 10
    추출the ether extract
11. 11
    workup.DISTILLATIONwas distilled at about 0.3 mm

실험 절차

The apparatus was a 500 mL three-necked flask equipped with a condenser, dropping funnel, and a stirrer terminating in a stiff, crescent-shaped Teflon polytetrafluroethylene paddle. To the isoquinoline (57.6 g, 447 mmol) in the flask was added AlCl3 (123 g, 920 mmol). The mixture was heated to 75–85° C. Bromine (48.0 g, 300 mmol) was added using a dropping funnel over a period of 4 hours. The resulting mixture was stirred for one hour at 75° C. The almost black mixture was poured into vigorously hand-stirred cracked ice. The cold mixture was treated with sodium hydroxide solution (10 N) to dissolve all the aluminum salts as sodium aluminate and the oily layer was extracted with ether. After being dried with Na2SO4 and concentrated, the ether extract was distilled at about 0.3 mm. A white solid (16.3 g, 78 mmol) from a fraction of about 125° C. was obtained (26% yield). The product was further purified by recrystallization (pentane or hexanes): mp 80–81° C.;

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