1-(tert-Butyldiphenylsilyl)oxy-dodecan-12-ol → 1-(tert-Butyldiphenylsilyl)oxy-10,12-Docosadiyne-22-ol

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This substance was synthesized following the same procedure as for (1) and obtained in comparable yields using 9.40 g of (3) (28.1 mmol) as diol component. 4.25 g of 1-(tert-Butyldiphenylsilyl)oxy-10,12-Docosadiyne-22-ol (7.24 mmol) was obtained in a yield of 26%. 1H NMR (250.13 MHz): δ (ppm)=1.05 (s, 9H, tert-butyl), 1.26 (br, 20H, —CH2—CH2—CH2—CH2—CH2—), 1.53 (m, 8H, —O—CH2—CH2— and —C≡C—CH2—CH2—), 2.24 (t, 4H, 3J=6.8 Hz, —C≡C—CH2—), 3.64 (t, 2H, 3J=6.5 Hz, —Si—O—CH2), 3.65 (t, 2H, 3J=6.5 Hz, HO—CH2—), 7.40 (m, 6H, phenyl), 7.69 (m, 4H, phenyl). 13C NMR (75.48 MHz): δ (ppm)=25.69, 25.72, 26.9, 28.30, 28.34, 28.8, 29.00, 29.04, 29.30, 29.34, 29.4, 32.5, 32.8, 63.1, 64.0, 127.5, 129.5, 134.1, 135.6.

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