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Methyl acetoacetate → 2-(2-Benzyloxy-ethyl)-3-oxo-butyric acid methyl ester

HRID 916654
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HRID 916654 반응식
[H-].[Na+].[C:3]([O:9][CH3:10])(=[O:8])[CH2:4][C:5]([CH3:7])=[O:6].N[C@H](C(O)=O)CC1C=C2C(C=CC=C2)=CC=1.Br[CH2:28][CH2:29][O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>COCCOC>[CH3:10][O:9][C:3](=[O:8])[CH:4]([CH2:28][CH2:29][O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:5](=[O:6])[CH3:7]
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참가 물질

6

반응물 4

HCID 7757Methyl acetoacetateHCID 24758Sodium hydrideHCID 73833Benzene, ((2-bromoethoxy)methyl)-HCID 1859152-Naphthylalanine

생성물 1

HCID 119536662-(2-Benzyloxy-ethyl)-3-oxo-butyric acid methyl ester

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

실험 절차

To a suspension of NaH (2.0 g, 60% in mineral oil) in DME (50 ml) at 0° C. is added dropwise a solution of methyl acetoacetate (5.8 g, 50 mmol) in DME (10 mL). The solution is stirred at room temperature for 30 minutes. Nal (7.5 g) is added in one portion and then benzyl bromoethyl ether (10.7 5 g, 50 mmol). The mixture is stirred at 70–80° C. overnight. After the formed solid is removed, the solvent is removed. The residue is purified by column with 4:1 of hexane to ethyl acetate to a colorless oil (159).

후처리

  1. stirringThe mixture is stirred at 70–80° C. overnight
  2. customAfter the formed solid is removed
  3. customthe solvent is removed
  4. customThe residue is purified by column with 4:1 of hexane to ethyl acetate to a colorless oil (159)

출처 및 근거

ORD 기록
ord-8def3045dfaf4f9ba37950c68e1b1731
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07271170B2

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