3373-00-0
3373-00-0 結(jié)構(gòu)式
基本信息
5-羥基-1,2,3,4-四氫喹啉
6-羥基-1,2,3,4-四氫喹啉
1,2,3,4-四氫-6-羥基喹啉
6-羥基-1,2,3,4-四氫喹啉6-HYDROXY-1,2,3,4-TETRAHYDROQUINOLINE
1,2,3,4-Tetrahydro-6-quinolinol
1,2,3,4-TETRAHYDROQUINOLIN-6-OL
1,2,3,4-Tetrahydroquinoline-6-ol
6-Quinolinol, 1,2,3,4-tetrahydro-
6-HYDROXY-1,2,3,4-TETRAHYDROQUINOLINE
5-hydroxy-1,2,3,4-Tetrahydro-quinolin
6-hydroxy-1,2,3,4-Tetrahydro-quinolin
1,2,3,4-tetrahydroquinolin-6-ol hydrochloride
1,2,3,4-TETRAHYDROQUINOLIN-6-OL ISO 9001:2015 REACH
物理化學(xué)性質(zhì)
制備方法
120-15-0
3373-00-0
以6-甲氧基-1,2,3,4-四氫喹啉為原料合成6-羥基-1,2,3,4-四氫喹啉的一般步驟:將6-甲氧基-1,2,3,4-四氫喹啉(3.00g,18.38mmol)溶解于50mL二氯甲烷中,在0℃條件下緩慢加入三溴化硼(13.81g,55.14mmol)。隨后將反應(yīng)體系升溫至15℃,持續(xù)攪拌2小時(shí)。反應(yīng)完成后,將反應(yīng)液濃縮,用5mL甲醇淬滅反應(yīng)。向反應(yīng)混合物中加入20mL飽和碳酸氫鈉溶液,攪拌30分鐘。用20mL乙酸乙酯萃取三次,合并有機(jī)相,并用無水硫酸鈉干燥。濃縮有機(jī)相,得到粗產(chǎn)物。粗產(chǎn)物通過硅膠柱色譜法(洗脫劑比例:石油醚/乙酸乙酯從3:1至1:1梯度洗脫)進(jìn)行純化,最終得到6-羥基-1,2,3,4-四氫喹啉(1.95g,產(chǎn)率71.11%)。產(chǎn)物結(jié)構(gòu)經(jīng)1H NMR(400MHz,DMSO-d6)確認(rèn):δ 8.24(s,1H),6.22-6.35(m,3H),4.93(br.s,1H),3.02-3.10(m,2H),2.57(t,J = 6.4 Hz,2H),1.67-1.80(m,2H)。
參考文獻(xiàn):
[1] Patent: EP3293177, 2018, A1. Location in patent: Paragraph 0222; 0224
[2] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 13, p. 3415 - 3418
