Dichloromethane → HCID 10407769、化合物

反応式

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

参加物

反応物 4

HCID 6344Dichloromethane

HCID 8079Cyclohexene

HCID 25134Boron tribromide

HCID 22482264HCID 22482264、化合物

生成物 1

HCID 10407769HCID 10407769、化合物収率 42%

実験手順

The title compound was prepared from 8-chloro-5-[(4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.6 g, 1.50 mmol), cyclohexene (0.304 mL, 3.75 mmol), and 1.0 M boron tribromide in dichloromethane (9.0 mL, 9.0 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-[(8-chloro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol (0.24 g, 0.63 mmol, 42%) as a white solid, m.p. 176-178° C.;

後処理

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

出典と根拠

ORDレコード: ord-96067dd283054e5c93550d01ddc9edf9
出典データセット: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06894061B2

反応ノート

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