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

HRID 1167944ノート

反応式

HRID 1167944 の反応式
[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]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 2925472-Cyano-4-methylpent-2-enoic acidHCID 178455855HCID 178455855、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-40 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-43bce157fd1e4db58a5daf684aefdea7
出典データセット
uspto-grants-2003_09
特許番号
US06620829B2

反応ノート

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