6342-80-9

基本信息
4,5-二甲氧基-1-茚滿酮
4,5-二甲氧基-1-二氫茚酮
4,5-DIMETHOXY-INDAN-1-ONE
4,5-Dimethoxy-1-indanone 97%
4,5-dimethoxy-2,3-dihydroinden-1-one
2,3-dihydro-4,5-dimethoxy-1H-Inden-1-one
4,5-DiMethoxy-2,3-dihydro-1H-inden-1-one
1H-Inden-1-one, 2,3-dihydro-4,5-diMethoxy-
物理化學性質
制備方法

10538-48-4

6342-80-9
以3-(2,3-二甲氧基苯基)丙酸(4.99 g,23.7 mmol)為原料,與Eaton試劑(47.5 mL,3 g/mmol原料)混合,室溫攪拌72小時。反應完成后,將混合物緩慢倒入冰水中,中和至中性,隨后用乙酸乙酯(3×75 mL)萃取。合并有機層,用無水硫酸鈉干燥,減壓濃縮。粗產物通過快速柱色譜法純化,使用預裝100 g硅膠柱[洗脫劑A:乙酸乙酯;洗脫劑B:正己烷;梯度洗脫:7% A/93% B(1個柱體積),7% A/93% B→60% A/40% B(10個柱體積),60% A/40% B(2個柱體積);流速:40 mL/min;檢測波長:254 nm和280 nm],得到4,5-二甲氧基-1-茚酮(2.01 g,10.5 mmol,收率44%)為黃色固體。1H NMR (CDCl3, 600 MHz) δ 7.06 (1H, d, J = 8.4 Hz), 6.62 (1H, d, J = 8.4 Hz), 3.61 (3H, s), 3.57 (3H, s), 2.70 (2H, t, J = 5.4 Hz), 2.25 (2H, t, J = 5.4 Hz)。13C NMR (CDCl3, 150 MHz) δ 204.6, 157.1, 147.4, 145.0, 130.7, 119.4, 112.0, 59.8, 55.8, 36.0, 22.1。
參考文獻:
[1] Canadian Journal of Chemistry, 1982, vol. 60, # 21, p. 2678 - 2686
[2] Synthetic Communications, 2001, vol. 31, # 13, p. 2029 - 2036
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[4] Journal of Medicinal Chemistry, 1987, vol. 30, # 8, p. 1303 - 1308
[5] Journal of Organic Chemistry, 1984, vol. 49, # 12, p. 2130 - 2135