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Ethyl Acetoacetate → 4-(4-(ethoxycarbonyl)-5-methyl-1H-pyrrol-3-yl)butanoic acid

HRID 661488
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HRID 661488 반응식
Cl.[NH2:2][CH2:3][C:4](=O)[CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9].[OH-].[Na+].[C:14]([O:20][CH2:21][CH3:22])(=[O:19])[CH2:15][C:16]([CH3:18])=O.C([O-])([O-])=O.[Na+].[Na+]>P([O-])(O)(O)=O.[Na+].O>[CH2:21]([O:20][C:14]([C:15]1[C:4]([CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9])=[CH:3][NH:2][C:16]=1[CH3:18])=[O:19])[CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8868Ethyl AcetoacetateHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 713866726-Amino-5-oxohexanoic acid hydrochloride

생성물 1

HCID 593760204-(4-(ethoxycarbonyl)-5-methyl-1H-pyrrol-3-yl)butanoic acid수율 71%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 23672064Monosodium phosphate용매2회

실험 절차

6-amino-5-oxohexanoic acid hydrochloride (S1) 22.44 g (0.12 mol) (Lartillot, Serge. et al, Bulletin de la Societe Chimique de France, 1964, 4:783) was solved in about 6.1 L sodium dihydrogen phosphate buffer (300 g sodium dihydrogen phosphate was solved in 6 L water, then Saturated sodium hydroxide aqueous solution was added until a pH of about 6.5 was reached), and ethyl acetoacetate 16.12 g (0.12 mol) was added to the above-mentioned solution. The reaction solution was refluxed for half an hour, cooled to room temperature and Na2CO3 was added until a pH of about 8 was reached. The mixture was extracted with 100 ml CHCl3 and Aqueous phase was acidified with 6 mol/L HCl to pH 1. The brown solid was collected by filtration, washed with water and dried in vacuum condition to give 20.29 g (71%) 4-(4-(ethoxycarbonyl)-5-methyl-1H-pyrrol-3-yl)butanoic acid (S2).

후처리

  1. additionwas added to the above-mentioned solution
  2. temperatureThe reaction solution was refluxed for half an hour
  3. extractionThe mixture was extracted with 100 ml CHCl3 and Aqueous phase
  4. filtrationThe brown solid was collected by filtration
  5. washwashed with water
  6. customdried in vacuum condition

출처 및 근거

ORD 기록
ord-ab1722fc6e934c0da08fe8402505c25d
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084621B2

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