100306-33-0

基本信息
右旋-3-氯苯丙醇
3-氯-1-苯基-丙醇
3-CHLORO-1-PHENYLPROPAN-1-OL
ALPHA-(2-CHLOROETHYL)-BENZYL ALCOHOL
(R)-(+)-3-CHLORO-1-PHENYL-1-PROPANOL
(R)-3-CHLORO-1-PHENYL-1-PROPANOL
(R)-3-CHLORO-1-PHENYL-PROPAN-1-OL
R(+)-3-CHLORO-1-PHENYLPROPANOL
R(+)-ALPHA-(2-CHLOROETHYL)BENZYL ALCOHOL
(R)-(+)-3-CHLORO-1-PHENYL-1-PROPANOL, 98 % (99% EE/GLC)
(r)-(+)-α-(2-chloroethyl)benzyl alcohol
α-(2-chloroethyl)benzyl alcohol
α-(2-Chloroethyl)benzyl alcohol, (R)-(+)-α-(2-Chloroethyl)benzyl alcohol, (R)-(+)-3-Chloro-1-phenylpropanol
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法

936-59-4

100306-33-0
步驟1:在干燥的燒瓶中加入(S)-(-)-α,α-二苯基脯氨醇(0.30 g,1.19 mmol)和無(wú)水甲苯(7 mL)。通過(guò)抽真空并用氮?dú)庵脫Q三次,將反應(yīng)體系置于氮?dú)夥諊隆T?0℃下,緩慢滴加用5 mM NaBH4(0.35 mL,3.56 mmol)穩(wěn)定的硼烷四氫呋喃配合物溶液[BH3?THF;1 M的THF溶液],隨后將澄清溶液攪拌30分鐘。 步驟2:向上述攪拌的溶液中加入3-氯-1-苯基丙-1-酮(1 g,5.93 mmol)的無(wú)水甲苯(1 mL)溶液。反應(yīng)混合物在室溫下攪拌15分鐘后,于3分鐘內(nèi)加入BH3?THF(6 mL,61.44 mmol)。繼續(xù)攪拌9分鐘后,將反應(yīng)燒瓶置于冰浴中冷卻,依次用甲醇(10 mL)、異丙醇(10 mL)和鹽酸(3 mL)淬滅反應(yīng),并通過(guò)硅藻土墊過(guò)濾。濾液濃縮至干,產(chǎn)物從己烷中結(jié)晶,得到(R)-(+)-3-氯-1-苯基-1-丙醇,為白色蓬松固體(4.91 g)。 產(chǎn)率:97%;熔點(diǎn):57-59℃;[α]D25 = +25.7°(c 1,CHCl3);1H NMR(400 MHz,CDCl3):δ 2.07-2.16(m,2H),2.20-2.32(m,1H),3.51-3.62(m,1H),3.71-3.80(m,1H),4.91-4.98(m,1H),7.37-7.43(m,5H);13C NMR(400 MHz,CDCl3):δ 41.45,41.73,71.34,125.80,127.94,128.69,143.71;MS(EI+)m/z:170 [M+],172 [M+2],相對(duì)強(qiáng)度比約為3:1。
參考文獻(xiàn):
[1] Tetrahedron Letters, 1989, vol. 30, # 39, p. 5207 - 5210
[2] Synthetic Communications, 2009, vol. 39, # 15, p. 2737 - 2746
[3] Journal of the Brazilian Chemical Society, 2010, vol. 21, # 3, p. 431 - 435
[4] Chemical Communications, 2015, vol. 51, # 26, p. 5725 - 5727
[5] European Journal of Medicinal Chemistry, 2016, vol. 109, p. 157 - 172
報(bào)價(jià)日期 | 產(chǎn)品編號(hào) | 產(chǎn)品名稱 | CAS號(hào) | 包裝 | 價(jià)格 |
2025/05/22 | 43204 | (R)-(+)-3-氯-1-苯基-1-丙醇 (R)-(+)-3-chloro-1-phenyl-1-propanol, 97%, Thermo Scientific Chemicals | 100306-33-0 | 1g | 624元 |
2025/05/22 | 43204 | (R)-(+)-3-氯-1-苯基-1-丙醇 (R)-(+)-3-chloro-1-phenyl-1-propanol, 97%, Thermo Scientific Chemicals | 100306-33-0 | 5g | 2321元 |
2025/05/22 | XW021877612004 | 3-氯-1-苯基丙醇 | 100306-33-0 | 100G | 624元 |