Water → 2-Bromo-4-ethylsulfonyl-1-methoxybenzene

HRID 518301ノート

反応式

HRID 518301 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.C[O-].[Na+].O.[C:18](OCC)(=[O:20])C>C1COCC1>[Br:1][C:2]1[CH:7]=[C:6]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:20][CH3:18]

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl Acetate2 回HCID 10942334Sodium MethoxideHCID 585219752-Bromo-4-(ethylsulfonyl)-1-fluorobenzene

生成物 1

HCID 109788092-Bromo-4-ethylsulfonyl-1-methoxybenzene収率 79.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2-bromo-4-ethylsulfonyl-1-fluorobenzene (0.6 g, 2.25 mmol) and sodium methoxide (1.2 g, 22.2 mmol) in THF (20 mL) was stirred at room temperature for 18 h. Water (30 mL) was added and extractive work up with ethyl acetate followed by silica gel chromatography (PE:EA=10:1 to 1:1) gave the title compound (0.5 g, 79.4%) as a yellow solid. 1H NMR (CDCl3, 400 MHz) δ 8.08 (d, J=2.4 Hz, 1H), 7.87-7.84 (dd, J1=8.6 Hz, J2=2.4 Hz, 1H), 7.04 (d, J=8.8 Hz, 1H), 3.99 (s, 3H), 3.11 (q, J=7.4 Hz, 2H), 1.30 (t, J=7.4 Hz, 3H).

出典と根拠

ORDレコード
ord-60ba37292d3d4618abe4ca751d37609a
出典データセット
uspto-grants-2015_08
特許番号
US09115114B2

反応ノート

読み込み中…