Dodec-11-yn-1-ol(CAS# 18202-10-3)
Dodec-11-yn-1-ol(CAS# 18202-10-3) ʻIkepili
hoomakaukau ana | NaH(7.5g,60% oil dispersion, 326mmol) i hoʻohui pū ʻia i ka dodecyl -3-alkyne -1-alcohol (10.0g,54.95mmol; GF Smith) i loko o kahi hopena 0 ℃ o ka ethylenediamine (40mL) i hoʻoulu ʻia. Ma hope o 1h, ua hoʻonui ʻia ka mahana i 70 ℃. Ma hope o 8h hou, hoʻoluʻu i ka hui ʻana i ka 0°C, e hoʻopau me ka wai anuanu (100mL), a unuhi me ka etera (3 × 60mL). Ua holoi ʻia ka hui ether extract me ka wai (100mL). Ua unuhi ʻia ka holoi wai me ka ether (3 × 60mL). Ua hoʻopaʻa ʻia nā ʻāpana organik i hui ʻia ma lalo o ka momi, a ua kau ʻia nā koena i ka chromatography kolamu me ka hoʻohana ʻana i 10% EtOAc/hexane e loaʻa ai ka 11-dodecyne -1-waiʻona (7.4g,74%) i haumia me 3-5% o nā isomers kūloko ( regioisomer). TLC:30% EtOAc/hexane, Rf ≈ 0.4;1H NMR(300MHz,CDCl3)δ3.66(t,2H,J = 7.3Hz), 2.14-2.21(m,2H),1.93(t,J = 1.9Hz ,1H),1.20-1.63(m,16H). |
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