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Ammonia → HCID 19707339, 화합물

HRID 726693
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HRID 726693 반응식
[C:1]1([CH2:7][C:8](O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][NH2:12].N.[CH2:14]1[CH:23]2[CH:18]([CH2:19][CH2:20][C:21]3[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=32)[NH:17][C:16](=[O:28])[CH2:15]1>C(O)CO.COCCOCCOC>[CH3:11][N:17]1[C:18]2[C:7]([CH3:8])([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=3[CH2:22][CH:23]=2)[CH2:14][CH2:15][C:16]1=[O:28].[CH3:11][N:12]1[C@@H:18]2[C@:23]([CH3:1])([C:22]3[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=3[CH2:20][CH2:19]2)[CH2:14][CH2:15][C:16]1=[O:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 222AmmoniaHCID 999Phenylacetic AcidHCID 6329MethylamineHCID 19707357HCID 19707357, 화합물

생성물 2

HCID 19707339HCID 19707339, 화합물HCID 53780108HCID 53780108, 화합물

시약·촉매·용매 2

HCID 174
Ethylene Glycol
용매
HCID 8150Diglyme용매

실험 절차

By following the procedures described in Example 40, Steps A, B, C, D, E and F using phenylacetic acid as the starting material and in Step F using methylamine rather than ammonia and diglyme rather than ethylene glycol, the compound 4-methyl-10b-methyl-1,2,3,4,6,10b-hexahydrobenzo[f]quinolin-3-one was prepared. This hexahydrobenzo[f]quinolin-3-one was hydrogenated by following the procedures described in Example 22 except that the reaction was carried out at 60° C. over 7 hours. The reaction mixture was filtered and solvent evaporated under vacuum. The residue was purified by chromatography on SiO2 (CHCl3 as eluent) followed by recrystallization from ethyl acetate/hexanes to afford 154 mg of the title compound. Melting point 111°-113° C.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customsolvent evaporated under vacuum
  3. customThe residue was purified by chromatography on SiO2 (CHCl3 as eluent)
  4. customfollowed by recrystallization from ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-eccb7d3e019e4049b2ef360452a70861
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05710163

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