Anisole → 1-Methoxy-4-(1-phenyl-cyclohexyl)-benzene

HRID 1170548

反応式

HRID 1170548 の反応式
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9]1([C:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CCCCCCC.C(OCC)(=O)C>ClCCl.C(S([O-])(=O)=O)(F)(F)F.[Ag+]>[CH3:8][O:7][C:1]1[CH:6]=[CH:5][C:4]([C:15]2([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 7519AnisoleHCID 130431-PhenylcyclohexeneHCID 21899848Ethylacetate heptane2 回

生成物 1

HCID 116805591-Methoxy-4-(1-phenyl-cyclohexyl)-benzene

試薬・触媒・溶媒 2

HCID 76223Silver(I) trifluoromethanesulfonate触媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of AuCl3 (7.6 mg, 0.025 mmol) and AgOTf (19.3 mg, 0.075 mmol) was stirred in dichloromethane (2 mL) for 30 min. Anisole (54 mg, 0.5 mmol) and 1-Phenyl-1-cyclohexene (158 mg, 1 mmol) were then added sequentially. The resulting mixture was stirred at room temperature overnight. Evaporation of the solvent under reduced pressure gave 130 mg of crude material. Flash chromatography (heptane:ethyl acetate 95:5) afforded 90 mg of a as a colorless oil. Rf=0.33 (heptane:ethyl acetate 95:5). 1H-NMR (400 MHz, CDCl3): 7.27-7.25 (m, 4H), 7.19 (d, 2H, J=8.8 Hz), 7.12 (m, 1H), 6.81 (d, 2H, J=8.8 Hz), 3.77 (s, 3H), 2.30-2.20 (m, 4H), 1.62-1.44 (m, 6H).

後処理

  1. customEvaporation of the solvent under reduced pressure
  2. customgave 130 mg of crude material

出典と根拠

ORDレコード
ord-73b08ee0b0094faeb8d25408ae1ea1e7
出典データセット
uspto-grants-2010_11
特許番号
US07825265B2

関連ノート

読み込み中…