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Pyridine → HCID 19906358, 화합물

HRID 2371788
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HRID 2371788 반응식
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH:19]1([CH2:24][C:25](Cl)=[O:26])[CH2:23][CH2:22][CH2:21][CH2:20]1>C(Cl)Cl>[CH:19]1([CH2:24][C:25]([NH:1][C:2]2[CH:11]=[C:10]3[C:5]([CH2:6][CH2:7][CH2:8][C:9]3=[O:12])=[CH:4][CH:3]=2)=[O:26])[CH2:23][CH2:22][CH2:21][CH2:20]1
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 3271777-Amino-1,2,3,4-tetrahydronaphthalen-1-oneHCID 3485182Cyclopentylacetyl chloride

생성물 1

HCID 19906358HCID 19906358, 화합물수율 74.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of 7-amino-1-tetralone (13.2 g) (prepared as described above and used without further purification) and pyridine (8.4 ml) in methylene chloride (130 ml) at 0° C. was added a solution of cyclopentylacetyl chloride (13.2 g) in methylene chloride (20 ml). The reaction was stirred for 30 min and at room temperature for 1.5 h. The mixture was evaporated and the residue was diluted with ethyl acetate, washed (saturated sodium bicarbonate, 1N HCl, brine), dried (MgSO4) and evaporated. The residue was flash chromatographed, eluting with ethyl acetate:methylene chloride (5:95, 7.5:92.5, and 1:9, successively), to give 7-cyclopentylacetamido-1-tetralone (16.6 g, 74%) as a colorless solid; mp 117.0°-118.0° C.

후처리

  1. customThe mixture was evaporated
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed (saturated sodium bicarbonate, 1N HCl, brine)
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customchromatographed
  7. washeluting with ethyl acetate:methylene chloride (5:95, 7.5:92.5, and 1:9

출처 및 근거

ORD 기록
ord-52ccc3c9d206421291397228dab35c2d
출처 데이터셋
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05095038

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