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1-Fluoro-4-(isocyanatomethyl)benzene → HCID 23122007, 화합물

HRID 1713523
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HRID 1713523 반응식
C1(CO[C:9]([N:11]2[CH2:16][CH2:15][N:14]3[C:17](=[O:22])[O:18][C:19]([CH3:21])([CH3:20])[CH:13]3[CH2:12]2)=[O:10])C=CC=CC=1.[F:23][C:24]1[CH:33]=[CH:32][C:27]([CH2:28][N:29]=C=O)=[CH:26][CH:25]=1>C(O)C.[C].[Pd]>[F:23][C:24]1[CH:33]=[CH:32][C:27]([CH2:28][NH:29][C:9]([N:11]2[CH2:16][CH2:15][N:14]3[C:17](=[O:22])[O:18][C:19]([CH3:20])([CH3:21])[CH:13]3[CH2:12]2)=[O:10])=[CH:26][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 27333761-Fluoro-4-(isocyanatomethyl)benzeneHCID 23121865HCID 23121865, 화합물

생성물 1

HCID 23122007HCID 23122007, 화합물수율 87.8%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매

실험 절차

(Phenylmethyl)tetrahydro-3-oxo-1,1-dimethyl-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate (0.12 g, 0.39 mmol) was dissolved in ethanol (10 mL). 10% Palladium carbon (12 mg) was added thereto, and the mixture was stirred under hydrogen atmosphere at room temperature overnight. The reaction solution was filtered through Celite, the Celite was washed with ethanol, and the filtrate was concentrated under reduced pressure. The residue was dissolved in tetrahydrofuran (10 mL). 4-Fluorobenzyl isocyanate (0.20 mL, 1.6 mmol) was added thereto, and the mixture was stirred at 50° C. for 4 hours. The reaction solution was concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:9) to obtain the title compound (0.11 g, yield 86%).

후처리

  1. filtrationThe reaction solution was filtered through Celite
  2. washthe Celite was washed with ethanol
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in tetrahydrofuran (10 mL)
  5. stirringthe mixture was stirred at 50° C. for 4 hours
  6. concentrationThe reaction solution was concentrated under reduced pressure
  7. customthe residue was purified with silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:9)

출처 및 근거

ORD 기록
ord-4039386156594f8f8da6761923c0380b
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07795267B2

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