4049-39-2
4049-39-2 結(jié)構(gòu)式
基本信息
4-BENZLOXY-3-HYDROXYBENZALDEHYLE
4-BENZYLOXY-3-HYDROXYBENZALDEHYDE
4-HYDROXY-4-BENZYLOXYBENZALDEHYDE
3-HYDROXY-4-BENZYLOXY BENZALDEHYDE
Protocatechuic Aldehyde-4-benzyl Ether
3-Hydroxy-4-(phenylmethoxy)benzaldehyde
Benzaldehyde, 3-hydroxy-4-(phenylmethoxy)-
4-hydroxy-4-phenylmethoxy-1-cyclohexa-1,5-dienecarboxaldehyde
物理化學(xué)性質(zhì)
制備方法
100-39-0
139-85-5
4049-39-2
向3,4-二羥基苯甲醛（2.03 g，14.7 mmol）的丙酮（150 mL）溶液中加入碳酸鉀（K2CO3，3.05 g，22.1 mmol）和溴化芐（1.74 mL，14.7 mmol）。將反應(yīng)混合物在回流條件下攪拌4小時。反應(yīng)完成后，通過Celite? 535RVS過濾反應(yīng)混合物，隨后在減壓下濃縮濾液。通過柱色譜法純化殘余物，使用甲苯/乙酸乙酯（13:1，v/v）作為洗脫劑，得到4-(芐氧基)-3-羥基苯甲醛（2.12 g，63%收率），為無色棱晶。產(chǎn)物表征數(shù)據(jù)如下：1H NMR (300 MHz, CDCl3) δ 5.21 (2H, s), 5.77 (1H, s), 7.05 (1H, d, J = 8.2 Hz), 7.37-7.43 (7H, m), 9.86 (1H, s); 13C NMR (75 MHz, CDCl3) δ 71.2, 111.5, 114.4, 124.4, 127.9, 128.8, 128.9, 130.8, 135.2, 146.3, 150.9, 191.0; IR (ATR) νmax 3201, 1671, 1604, 1577, 1511, 1454, 1389, 1343, 1283, 1165, 1151, 1015, 962, 874, 811, 786, 738, 698, 678 cm-1; EIMS m/z (相對強度) 228 [M]+ (40), 91 (100); HR-EIMS m/z: [M]+ 計算值 C14H12O3 228.0786, 實測值 228.0789; 熔點 120.0-122.0°C。
參考文獻(xiàn)：
[1] Patent: WO2014/149793, 2014, A1. Location in patent: Page/Page column 59-60; 93; 96
[2] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 22, p. 4693 - 4711
[3] Chemistry - A European Journal, 1998, vol. 4, # 1, p. 33 - 43
[4] Journal of Natural Products, 2018, vol. 81, # 2, p. 371 - 377
[5] Organic Letters, 2012, vol. 14, # 15, p. 3902 - 3905