反应详情

8 L of 3.0 M methylmagnesium chloride in ether was transferred to a 22 L 3-necked, round-bottomed flask using N2 pressure. This flask was equipped with argon flow inlet. The solution had been chilled to 0° in an ice-acetone bath and 1283 g (7.2 moles) quantity of methyl-4-phenylbutyrate was added under argon over 4 h maintaining the temperature between 0° C. and 11° C. The reaction mixture was stirred for 1H and an aliquot was withdrawn, quenched in water and extracted with ether. The ether extract was concentrated and the residual oil was assayed by NMR spectrum. This confirmed that no starting material remained. The reaction mixture was rechilled to 0° and 4 L of water was added over 3 to 4H. This caused vigorous gas evolution and slurrying during the initial stages of the addition and caused precipitation of a white solid. The reaction mixture was stirred for 1H following the water addition and the mixture was then filtered using Buchner funnel and the filtrate was separated. The aqueous phase was extracted with 2 L of ether-hexane mixture and the organic phases combined and concentrated to give 1200 g of yellow oil 94% yield.

1. customround-bottomed flask using
2. customThis flask was equipped with argon flow inlet
3. temperatureThe solution had been chilled to 0° in an ice-acetone bath
4. temperaturemaintaining the temperature between 0° C. and 11° C
5. customan aliquot was withdrawn
6. customquenched in water
7. extractionextracted with ether
8. extractionThe ether extract
9. concentrationwas concentrated
10. customwas rechilled to 0°
11. addition4 L of water was added over 3 to 4H
12. additionThis caused vigorous gas evolution and slurrying during the initial stages of the addition
13. customprecipitation of a white solid
14. stirringThe reaction mixture was stirred for 1H
15. additionthe water addition
16. filtrationthe mixture was then filtered
17. customthe filtrate was separated
18. extractionThe aqueous phase was extracted with 2 L of ether-hexane mixture
19. concentrationconcentrated