Dichloromethane → 4-[(6-methylphenanthridin-5(6H)-yl)sulfonyl]-2-(trifluoromethyl)phenol

HRID 2181872ノート

反応式

HRID 2181872 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH:25]([CH3:26])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]2=3)(=[O:11])=[O:10])=[CH:5][C:4]=1[C:27]([F:30])([F:29])[F:28].C1CCCCC=1.B(Br)(Br)Br.ClCCl>>[CH3:26][CH:25]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N:12]1[S:9]([C:6]1[CH:7]=[CH:8][C:3]([OH:2])=[C:4]([C:27]([F:29])([F:28])[F:30])[CH:5]=1)(=[O:10])=[O:11]

参加物

5

反応物 4

HCID 6344DichloromethaneHCID 8079CyclohexeneHCID 25134Boron tribromideHCID 22482395HCID 22482395、化合物

生成物 1

HCID 104547554-[(6-methylphenanthridin-5(6H)-yl)sulfonyl]-2-(trifluoromethyl)phenol収率 9%

実験手順

The title compound was prepared from 5-{[4-methoxy-3-(trifluoromethyl)phenyl]sulfonyl}-6-methyl-5,6-dihydrophenanthridine (0.5 g, 1.15 mmol), cyclohexene (0.29 mL, 2.88 mmol), and 1.0 M boron tribromide in dichloromethane (6.92 mL, 6.92 mmol) according to the procedure and in the same manner as described in Example 1, step b. The crude product was purified by flash column chromatography on silica gel, eluting with dichloromethane to yield 4-[(6-methylphenanthridin-5(6H)-yl)sulfonyl]-2-(trifluoromethyl)phenol (0.044 g, 0.104 mmol, 9%) as an off-white solid, m.p. 213-215° C.;

後処理

  1. customThe crude product was purified by flash column chromatography on silica gel
  2. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-f5bb230fbc3c4671a4736c96639b5a2d
出典データセット
uspto-grants-2005_05
特許番号
US06894061B2

反応ノート

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