Dichloromethane → 5-[(4-Hydroxy-3-methylphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridin-7-ol

HRID 2181830노트

반응식

HRID 2181830 반응식
C[O:2][C:3]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:4]=1[CH:5]([CH3:29])[N:6]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26]C)=[C:22]([CH3:28])[CH:21]=1)(=[O:19])=[O:18])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=12.B(Cl)(Cl)Cl.ClCCl>[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[OH:26][C:23]1[CH:24]=[CH:25][C:20]([S:17]([N:6]2[CH:5]([CH3:29])[C:4]3[C:3]([OH:2])=[CH:16][CH:15]=[CH:14][C:13]=3[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]2=3)(=[O:19])=[O:18])=[CH:21][C:22]=1[CH3:28]

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 25135Boron TrichlorideHCID 224823047-Methoxy-5-[(4-methoxy-3-methylphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine

생성물 1

HCID 100453905-[(4-Hydroxy-3-methylphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridin-7-ol수율 53%

시약·촉매·용매 1

HCID 67553Tetrabutylammonium Iodide촉매

실험 절차

The title compound was prepared from 7-methoxy-5-[(4-methoxy-3-methylphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.21 g, 0.51 mmol), tetrabutylammonium iodide (0.47 g, 1.3 mmol), and 1 M boron trichloride in dichloromethane (3.1 mL, 3.1 mmol) according to the procedure and in the same manner as described in Example 35, Step b. The crude product was purified by flash column chromatography on silica gel, eluting with a mixture of ethyl acetate-hexane (3:7 to 3:2 gradient), followed by trituration from dichloromethane, to yield 5-[(4-hydroxy-3-methylphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridin-7-ol as a homogeneous solid (0.10 g, 53%), m.p. 258° C.;

후처리

  1. customThe crude product was purified by flash column chromatography on silica gel
  2. washeluting with a mixture of ethyl acetate-hexane (3:7 to 3:2 gradient)

출처 및 근거

ORD 기록
ord-4332deaba38141ecb11ba1d57d3503b7
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06894061B2

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