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Sodium Acetate → 1-(2'-Chlorophenyl)-1,4-dihydro-benz[g]isoquinol-3-one

HRID 1252706
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HRID 1252706 반응식
Br[C:2]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[C:8]2[C:3]=1[CH2:4][C:5](=[O:23])[NH:6][CH:7]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[Cl:22].C([O-])(=O)C.[Na+].[H][H]>C(O)(=O)C.[Pd]>[Cl:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[CH:7]1[C:8]2[C:3](=[CH:2][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[CH:9]=2)[CH2:4][C:5](=[O:23])[NH:6]1
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참가 물질

6

반응물 3

HCID 517045Sodium AcetateHCID 20139029HCID 20139029, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 201390301-(2'-Chlorophenyl)-1,4-dihydro-benz[g]isoquinol-3-one수율 76.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid
용매

실험 절차

A mixture of 5-bromo-1-(2'-chlorophenyl)-1,4-dihydrobenz[g]isoquinol-3-one (Description 7) (7.6 g), sodium acetate (3.0 g) and 10% palladium-charcoal (2.0 g) in acetic acid (750 ml) was hydrogenated at atmospheric temperature and pressure until the initial rapid uptake of hydrogen had ceased (2.5 hours). The mixture was filtered (celite) and the filtrate evaporated to dryness in vacuo and recrystallised from ethylacetate to afford the title compound (4.65 g) m.p. 234°-237° C.

후처리

  1. custom(2.5 hours)
  2. filtrationThe mixture was filtered (celite)
  3. customthe filtrate evaporated to dryness in vacuo
  4. customrecrystallised from ethylacetate

출처 및 근거

ORD 기록
ord-1dcea01611334319a222f252ea401396
출처 데이터셋
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04745115

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