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Methyl acetoacetate → HCID 18673606, 화합물

HRID 1635944
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HRID 1635944 반응식
O=[C:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[N+:9](/[CH:12]=[CH:13]/[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1)([O-])=O.C[O-].[Na+].C(OC(=O)C)C.CCCCCC>CO.N>[CH3:7][O:6][C:4]([C:3]1[C:13]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][CH:15]=2)=[CH:12][NH:9][C:2]=1[CH3:8])=[O:5]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7757Methyl acetoacetateHCID 538167937630-26-5HCID 10942334Sodium MethoxideHCID 21226206Ethyl acetate hexane

생성물 1

HCID 18673606HCID 18673606, 화합물수율 59.8%

시약·촉매·용매 2

HCID 222Ammonia용매
HCID 887
Methanol
용매
2회

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온도
0 °C

실험 절차

0.69 g(5.9 mmol) of methyl 3-oxobutanoate and 1.08 g(5.9 mmol) of 1-[(E)-2-nitroethenyl]naphthalene were added to 2.37 ml of 0.5M sodium methoxide in methanol, and the resulting mixture was stirred for 2 hours at 0° C. The reaction solution was diluted with 10 ml of cold methanol, through which ammonia gas was passed. Reaction was carried out for 12 hours at 0° C. under stirring. After reaction was completed, the solvent was removed under reduced pressure and the residue was subjected to column chromatography(eluent: ethylacetate/hexane=90/10, v/v; ethylacetate/hexane=70/30, v/v) to give 936 mg(3.53 mmol, Yield 59%) of the title compound.

후처리

  1. customReaction
  2. waitwas carried out for 12 hours at 0° C.
  3. stirringunder stirring
  4. customAfter reaction
  5. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-8b76108161264c74b3b2199b8efe58cd
출처 데이터셋
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06511978B1

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