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Methyl chloroformate → HCID 70414805, 화합물

HRID 579759
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HRID 579759 반응식
[H-].[Na+].[CH3:3][C:4]1[N:5]([CH2:9][CH:10]2[C:22](=[O:23])[C:21]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[NH:14][C:13]=3[CH2:12][CH2:11]2)[CH:6]=[CH:7][N:8]=1.Cl[C:25]([O:27][CH3:28])=[O:26].C(=O)([O-])[O-].[Na+].[Na+].[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]\[C:38]([OH:40])=[O:39]>CN(C)C=O.C(O)C>[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]\[C:38]([OH:40])=[O:39].[CH3:28][O:27][C:25]([N:14]1[C:13]2[CH2:12][CH2:11][CH:10]([CH2:9][N:5]3[CH:6]=[CH:7][N:8]=[C:4]3[CH3:3])[C:22](=[O:23])[C:21]=2[C:20]2[C:15]1=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 6586Methyl chloroformateHCID 10340Sodium CarbonateHCID 24758Sodium hydrideHCID 444266Maleic AcidHCID 108912241,2,3,9-Tetrahydro-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one

생성물 1

HCID 70414805HCID 70414805, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매2회
HCID 6228Dimethylformamide용매

실험 절차

Sodium hydride (0.075 g) was added to a solution of 1,2,3,9-tetrahydro-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one (0.7 g) in dimethylformamide (10 ml) and the mixture was stirred at room temperature for 30 min. Methyl chloroformate (0.3 ml) was added and stirring continued at room temperature for 4 h. The resulting solution was basified with sodium carbonate (100 ml) filtered, and the filtrate was extracted with ethyl acetate (2×50 ml). The combined organic extracts and solid were washed with water (3×50 ml), dried (Na2SO4) and evaporated in vacuo to give a solid. Purification by flash chromatography (A) gave a solid, which was dissolved in ethanol (5 ml) and added to a solution of maleic acid (0.018 g) in ethanol (5 ml) to give the title compound (0.07 g) m.p. 91°-92°.

후처리

  1. stirringstirring
  2. waitcontinued at room temperature for 4 h
  3. filtrationfiltered
  4. extractionthe filtrate was extracted with ethyl acetate (2×50 ml)
  5. washThe combined organic extracts and solid were washed with water (3×50 ml)
  6. dry with materialdried (Na2SO4)
  7. customevaporated in vacuo
  8. customto give a solid
  9. customPurification by flash chromatography (A)
  10. customgave a solid, which

출처 및 근거

ORD 기록
ord-6a7c0845b6894197b0a641754889d432
출처 데이터셋
uspto-grants-1988_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04749718

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