Diethyl Ether → 2-Cyano-3-isopropyl-hexanoic acid methyl ester

HRID 722892

반응식

HRID 722892 반응식
[CH2:1]([Mg]Cl)[CH2:2][CH3:3].[CH3:6]COCC.[C:11]([C:13](=[CH:17][CH:18]([CH3:20])[CH3:19])[C:14]([OH:16])=[O:15])#[N:12]>C1COCC1>[CH3:6][O:15][C:14](=[O:16])[CH:13]([C:11]#[N:12])[CH:17]([CH:18]([CH3:20])[CH3:19])[CH2:1][CH2:2][CH3:3]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 2925472-Cyano-4-methylpent-2-enoic acidHCID 178455855HCID 178455855, 화합물

생성물 1

HCID 541521852-Cyano-3-isopropyl-hexanoic acid methyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-40 °C

실험 절차

A 2.0 M solution of propyl magnesium chloride in Et2O (9.8 mL, 19.6 mmol) is added to a solution of 2-cyano-4-methyl-2-pentenoic acid (3.0 g, 19.6 mmol) in 50 mL of THF which is cooled in an IPA/dry ice bath to −40° C. under argon. The solution is stirred for 4 hours, and the reaction is quenched by addition of 50 mL of saturated KH2PO4. The THF is evaporated, and the remaining oil is chromatographed under medium pressure over silica gel with 50% CH2Cl2/hexane. Yield=1.9 g (50%) of 2-cyano-3-isopropyl-hexanoic acid methyl ester as an oil.

후처리

  1. customthe reaction is quenched by addition of 50 mL of saturated KH2PO4
  2. customThe THF is evaporated
  3. customthe remaining oil is chromatographed under medium pressure over silica gel with 50% CH2Cl2/hexane

출처 및 근거

ORD 기록
ord-e638e734117c4fc0af59c4f3e7ca4c01
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138542B2

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