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

HRID 1974558노트

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HRID 1974558 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 57417360Sodium chloride; water용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7cd8598994e745ee9b96caf2229f6eba
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05283251

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