反应详情

A solution of sodium hydroxide (10.68 g) in water (14 ml) and alcohol (55 ml) was stirred and treated with hydrogen sulphide at 20° until the mixture did not give an immediate alkaline reaction with phenolphthalein. The solution was cooled to 10°-15° and treated slowly with o-iodobenzoyl chloride (33.66 g). The mixture was stirred for 11/4 hours. The precipitated sodium chloride was filtered off and washed with ethanol (25 ml.) The filtrate was concentrated slightly in vacuo and treated with cold water (80 ml). The solution was covered with ether (100 ml) and stirred while the pH was adjusted to 1.3 with 2N-hydrochloric acid. The ether layer was separated and the aqueous layer was further extracted with ether. The combined ether extracts were washed with water and dried. The ether solution was mixed with water and adjusted to pH 7 with dilute sodium hydroxide solution. The aqueous layer was separated, swirled briefly in vacuo and freeze dried. Trituration of the freeze dried product with ether gave the title compound (28.6 g) as a pale yellow solid. νmax. (Nujol) 15.32 cm-1 (COS-).

1. customdid not give
2. temperatureThe solution was cooled to 10°-15°
3. filtrationThe precipitated sodium chloride was filtered off
4. washwashed with ethanol (25 ml.) The filtrate
5. concentrationwas concentrated slightly in vacuo
6. additiontreated with cold water (80 ml)
7. stirringstirred while the pH
8. customThe ether layer was separated
9. extractionthe aqueous layer was further extracted with ether
10. washThe combined ether extracts were washed with water
11. customdried
12. additionThe ether solution was mixed with water
13. customThe aqueous layer was separated
14. customdried