Methyl iodide → Tert-butyl 2-methyl-3-oxobutanoate

HRID 1364506ノート

反応式

HRID 1364506 の反応式
CI.[C:3]([O-])([O-])=O.[K+].[K+].[O:9]=[C:10]([CH3:19])[CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]>CC(C)=O>[CH3:3][CH:11]([C:10](=[O:9])[CH3:19])[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 15538Tert-butyl acetoacetate

生成物 1

HCID 11745089Tert-butyl 2-methyl-3-oxobutanoate収率 56%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Methyl iodide (6.86 mL, 1.1 eq) and K2CO3 (17.97 g, 1.3 eq) were added to an acetone (400 mL) solution of tert-butyl 3-oxobutanoate (15.82 g, 100 mmol) at room temperature. After 15 h, the mixture was filtered and the filtrate was concentrated. The residue was dissolved in ethyl acetate (300 mL), washed with water (30 mL) and brine (300 mL), dried (MgSO4) and concentrated. The crude residue was purified by silica gel chromatography (5-10% EtOAc-hexanes) to give tert-butyl 2-methyl-3-oxobutanoate as a colorless oil (9.56 g, 56%). MS found: (M+Na)+=195.

後処理

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe residue was dissolved in ethyl acetate (300 mL)
  4. washwashed with water (30 mL) and brine (300 mL)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customThe crude residue was purified by silica gel chromatography (5-10% EtOAc-hexanes)

出典と根拠

ORDレコード
ord-f6cf00c00cf74bbba5243a31f2443d77
出典データセット
uspto-grants-2011_02
特許番号
US07888381B2

反応ノート

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