4-Methyl-2,6-dimethoxyphenol → 2-(3-(4-Fluorophenyl)propoxy)-1,3-dimethoxy-5-methylbenzene

HRID 219445

反応式

HRID 219445 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:12])[CH:6]=[C:7]([O:10][CH3:11])[C:8]=1[OH:9].Br[CH2:14][CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1>>[F:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][CH2:15][CH2:14][O:9][C:8]2[C:7]([O:10][CH3:11])=[CH:6][C:5]([CH3:12])=[CH:4][C:3]=2[O:2][CH3:1])=[CH:18][CH:19]=1

参加物

3

反応物 2

HCID 2409254-Methyl-2,6-dimethoxyphenolHCID 147371331-(3-Bromopropyl)-4-fluorobenzene

生成物 1

HCID 595835192-(3-(4-Fluorophenyl)propoxy)-1,3-dimethoxy-5-methylbenzene収率 91%

実験手順

3,5-Dimethoxy-4-hydroxy-toluene (1.0 g, 5.95 mmol) and 1-(3-bromopropyl)-4-fluorobenzene (1.5 g, 6.15 mmol) were reacted as described under General Procedure A and the crude product was purified by flash chromatography (silica-gel, hexane/Et2O 19:1) to afford the title compound (1.64 g, 91%) as a colourless oil. 1H NMR (300 MHz, CDCl3) δ 7.31-7.19 (m, 6H), 4.06 (t, J=6.4 Hz, 2H), 3.95 (s, 3H), 3.90 (s, 3H), 2.81 (t, J=7.7 Hz, 2H), 2.46 (s, 3H), 2.10-2.05 (m, 2H).

後処理

  1. customthe crude product was purified by flash chromatography (silica-gel, hexane/Et2O 19:1)

出典と根拠

ORDレコード
ord-fa77d4f5bd464d15a9d5e7bc4f77158e
出典データセット
uspto-grants-2012_06
特許番号
US08202513B2

関連ノート

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