Dodec-11-yn-1-ol(CAS# 18202-10-3)
Dodec-11-yn-1-ol(CAS# 18202-10-3) Information
preparation | NaH(7.5g,60% oil dispersion, 326mmol) was added batch by batch to dodecyl -3-alkyne -1-alcohol (10.0g,54.95mmol;GF Smith) in a stirred 0 ℃ solution of ethylenediamine (40mL). After 1h, the temperature was raised to 70 ℃. After another 8h, cool the reaction mixture to 0°C, carefully terminate with ice-cold water (100mL), and extract with ether (3 × 60mL). The combined ether extract was washed with water (100mL). The water wash was back-extracted with ether (3 × 60mL). The combined organic extracts were concentrated under vacuum, and the residues were subjected to column chromatography using 10% EtOAc/hexane to obtain 11-dodecyne -1-alcohol (7.4g,74%) contaminated with 3-5% of other regional isomers (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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