Acetonitrile → Hexanenitrile, 4-ethyl-4-methyl-3-oxo-

HRID 462352

반응식

HRID 462352 반응식
[CH2:1]([C:3]([CH3:10])([CH2:8][CH3:9])[C:4]([O:6]C)=O)[CH3:2].[C:11](#[N:13])[CH3:12].[H-].[Na+]>O1CCCC1>[C:11]([CH2:12][C:4]([C:3]([CH2:1][CH3:2])([CH3:10])[CH2:8][CH3:9])=[O:6])#[N:13]

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 24758Sodium hydrideHCID 521437Butanoic acid, 2-ethyl-2-methyl-, methyl ester

생성물 1

HCID 159096Hexanenitrile, 4-ethyl-4-methyl-3-oxo-

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A 16.5 Kg portion of methyl 2-ethylbutyrate was reacted with 60 Kg of n-butyl lithium, diisopropylamine, and 19.1 Kg of methyl iodide to provide 17.4 Kg of methyl 2-ethyl-2-methylbutyrate. A 7.5 Kg portion of the ester thus formed was reacted with 3.25 Kg of acetonitrile and 5.03 g of sodium hydride in 33 liters of tetrahydrofuran to provide 1-ethyl-1-methylpropyl cyanomethyl ketone. The ketone thus formed was reacted with 4.35 Kg of hydroxylamine hydrochloride and 2.54 Kg of sodium hydroxide in 44 liters of water to provide 5.65 Kg of 5-amino-3-(1-ethyl-1-methylpropyl)isoxazole.

출처 및 근거

ORD 기록
ord-ed1611e97afe44ce9dc5e6ec5a843b51
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04515625

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