Ethyl Acetate → Methyl 4-(2-methylindol-3-yl)butyrate

HRID 1974558ノート

反応式

HRID 1974558 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[C:11](=O)[CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:8][CH:7]=[CH:6][CH:5]=2.C(OCC)(=O)C>O1CCCC1.[Cl-].[Na+].O>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH2:11][CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:8][CH:7]=[CH:6][CH:5]=2

参加物

5

反応物 2

HCID 8857Ethyl AcetateHCID 730054Methyl 4-(2-methylindol-3-yl)-4-oxobutyrate

生成物 1

HCID 10609557Methyl 4-(2-methylindol-3-yl)butyrate収率 88.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 57417360Sodium chloride; water溶媒

反応条件

温度
0 °C

実験手順

To a solution of methyl 4-(2-methylindol-3-yl)-4-oxobutyrate (2.0 g) in tetrahydrofuran (50 ml) was added a 1M solution of boran in tetrahydrofuran (16.5 ml) at 0° C. After stirred at 0° C. for 30 minutes, the mixture was poured into a mixture of ethyl acetate and brine. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of solvent, the residue was purified by column chromatography on silica gel (50 g) eluting with chloroform to give methyl 4-(2-methylindol-3-yl)butyrate (1.67 g) as a yellow oil.

後処理

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customAfter evaporation of solvent
  5. customthe residue was purified by column chromatography on silica gel (50 g)
  6. washeluting with chloroform

出典と根拠

ORDレコード
ord-7cd8598994e745ee9b96caf2229f6eba
出典データセット
uspto-grants-1994_02
特許番号
US05283251

反応ノート

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