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Chloroacetyl chloride → Isopropyl 2-(morpholinoamino)-4-oxo-4,5-dihydrofuran-3-carboxylate

HRID 402736
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HRID 402736 반응식
C(O[C:5]1[O:6][CH2:7][C:8](=[O:16])[C:9]=1[C:10]([O:12][CH:13]([CH3:15])[CH3:14])=[O:11])(C)C.C(OC(C)C)(=O)CC(OC(C)C)=O.ClCC(Cl)=O.[NH2:35][N:36]1[CH2:41][CH2:40][O:39][CH2:38][CH2:37]1>C(O)C>[O:39]1[CH2:40][CH2:41][N:36]([NH:35][C:5]2[O:6][CH2:7][C:8](=[O:16])[C:9]=2[C:10]([O:12][CH:13]([CH3:14])[CH3:15])=[O:11])[CH2:37][CH2:38]1
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참가 물질

6

반응물 4

HCID 6577Chloroacetyl chlorideHCID 20315N-AminomorpholineHCID 83223Diisopropyl malonateHCID 51050080Isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate

생성물 1

HCID 86708411Isopropyl 2-(morpholinoamino)-4-oxo-4,5-dihydrofuran-3-carboxylate

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

To a solution of isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate (12.2 g, 53.6 mmol), which similarly prepared according to the procedure described in the Example 74, Third step using diisopropyl malonate and chloroacetyl chloride, in ethanol (45 mL), 4-aminomorpholine (5.7 mL, 59.2 mmol) was added at ambient temperature. The mixture was stirred for 18 h. The solvent was removed under reduced pressure, and the crude product was suspended in methyl tert-butyl ether, then the precipitate was collected by filtration, washed with methyl tert-butyl ether and hexane then dried to afford isopropyl 2-(morpholinoamino)-4-oxo-4,5-dihydrofuran-3-carboxylate as solid (11.2 g, y. 75%).

후처리

  1. customThe solvent was removed under reduced pressure
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with methyl tert-butyl ether and hexane
  4. customthen dried

출처 및 근거

ORD 기록
ord-9401091bbd5f4cd7bb2ee7a7c88ee7d2
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08742113B2

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