1,1,4,4-四甲基-1,2,3,4-四氢萘主要应用于医药和农药领域,具体用途未详细说明。
医药; 农药
合成路线 1(1. 合成:6683-46-1)
- 步骤: a)将三氯化铝(0.60g,4.49mmol)称入装有冷凝器和磁力搅拌器的100ml三颈烧瓶,加入20毫升无水苯,通过溴安瓿加入2,5-二氯-2,5-二甲基己烷(3.00克,16.38毫摩尔)在10毫升无水苯中的溶液;b)加热至回流4小时,冷却后倒入冰/水混合物(100ml),用乙醚(3×50ml)萃取,饱和NaHCO3溶液(2×100ml)洗涤,醚相用MgSO4干燥、过滤、蒸发,通过二氧化硅快速色谱法(洗脱剂石油醚)纯化得到产物。
- 条件: With bromine; sodium hydrogencarbonate In benzene; 加热至回流4小时
- 收率: 63%
- 表征数据: b.pt. = 74℃,0.5mmHg;NMR1H 80MHz(CDCl3):1.28(s,12H,1,4-Me); 1.68(s,4H,-CH2-); 7.05-7.40(m,4H,ArH)
合成路线 2(2. 合成:6683-46-1)
- 步骤: 将1,1,4,4-四甲基-1,2,3,4-四氢萘(18):2,5-二氯-2,5-二甲基己烷(300mg,1.64mmol,1当量)溶解于干燥苯(25毫升),加入AlCl3(22.0mg,0.164mmol,0.1当量),回流下搅拌16小时;用3M HCl(5mL)淬灭,己烷(10mL×3)萃取,合并有机层用盐水洗涤,Na2SO4干燥,过滤,真空浓缩,快速色谱法(100%己烷)纯化得到产物。
- 条件: for 16 h; Reflux
- 收率: 91%
- 表征数据: 1H NMR (500 MHz, CDCl3) δ 1.33 (s, 12H), 1.74 (s, 4H), 7.16-7.19 (m, 2H), 7.34-7.36 (m, 2H, J 2 Hz和8.4 Hz);13C NMR (500 MHz, CDCl3) 31.9, 34.2, 35.1, 125.5, 126.5, 144.8
- 条件: 一般步骤:将2,5-二氯-2,5-二甲基己烷(300 mg,1.64 mmol,1当量)溶解于干燥的苯(25 mL)中,加入无水三氯化铝(22.0 mg,0.164 mmol,0.1当量),回流搅拌16小时,用3M盐酸(5 mL)淬灭,己烷(10 mL × 3)萃取,合并有机层用盐水洗涤,Na2SO4干燥,过滤后真空浓缩,快速柱色谱法(100%己烷)纯化得到产物。
- 条件: Reflux for 16 h
- 收率: 91%
- 表征数据: 1H NMR (500 MHz, CDCl3) δ 1.33 (s, 12H), 1.74 (s, 4H), 7.16-7.19 (m, 2H), 7.34-7.36 (m, 2H, J = 2 Hz和8.4 Hz);13C NMR (500 MHz, CDCl3) 31.9, 34.2, 35.1, 125.5, 126.5, 144.8
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