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Acetyl chloride → 9-Acetyl-1,2-dihydrocyclopenta[c]carbazol-3(6H)-one

HRID 514788
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HRID 514788 반응식
[CH2:1]1[C:16]2[C:15]3[C:14]4[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=4[NH:8][C:7]=3[CH:6]=[CH:5][C:4]=2[C:3](=[O:17])[CH2:2]1.[Al+3].[Cl-].[Cl-].[Cl-].[C:22](Cl)([CH3:24])=[O:23]>C(Cl)Cl>[C:22]([C:12]1[CH:11]=[CH:10][C:9]2[NH:8][C:7]3[CH:6]=[CH:5][C:4]4[C:3](=[O:17])[CH2:2][CH2:1][C:16]=4[C:15]=3[C:14]=2[CH:13]=1)(=[O:23])[CH3:24]
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참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 585448961,6-Dihydrocyclopenta[c]carbazol-3(2H)-one

생성물 1

HCID 585448999-Acetyl-1,2-dihydrocyclopenta[c]carbazol-3(6H)-one수율 56.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1,2-dihydro-6H-cyclopenta[c]carbazole-3-one 90 (6 g, 27.1 mmol) was suspended in dry CH2Cl2 (100 mL). Anhydrous AlCl3 (6 g, 45 mmol) was added with stirring on ice bath, followed by the dropwise addition of AcCl (2.4 mL, 33.2 mmol). The reaction mixture was stirred at about 5° C. for 24 h, and poured into ice water. The precipitated grey solid was filtered off, washed with water (2×100 mL), acetone (3×50 mL), diethyl ether (3×50 mL) to give 4 g (56.3%) of 9-acetyl-1,2-dihydro-6H-cyclopenta[c]carbazole-3-one 91.

후처리

  1. stirringThe reaction mixture was stirred at about 5° C. for 24 h
  2. filtrationThe precipitated grey solid was filtered off
  3. washwashed with water (2×100 mL), acetone (3×50 mL), diethyl ether (3×50 mL)

출처 및 근거

ORD 기록
ord-ada821cfbb8c4f0fb71de56f6b33bea4
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09108916B2

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