Triethylamine → HCID 59227494, 화합물

반응식

[C:1]1([C:7]#[C:8][CH2:9][OH:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.C(N(CC)CC)C.CN(C1C=CC=CN=1)C.[CH:27]([SiH:30]([CH:32]([CH3:34])[CH3:33])Cl)([CH3:29])[CH3:28]>>[C:1]1([C:7]#[C:8][CH2:9][O:10][SiH:30]([CH:32]([CH3:34])[CH3:33])[CH:27]([CH3:29])[CH3:28])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

참가 물질

반응물 4

HCID 8471Triethylamine

HCID 218852-Dimethylaminopyridine

HCID 2758383Chlorodi(isopropyl)silane

HCID 127701823-(Cyclohex-1-en-1-yl)prop-2-yn-1-ol

생성물 1

HCID 59227494HCID 59227494, 화합물수율 52.7%

실험 절차

3-Cyclohexenylprop-2-yn-1-ol (61) (1.236 g, 12.86 mmol), triethylamine (1.30 g, 12.85 mmol), dimethylaminopyridine (0.152 g, 1.267 mmol) and diisopropylchlorosilane (1.918 g, 12.73 mmol) were used to yield compound 7e (1.680 g, 6.71 mmol, 52.7%) as a colorless, clear oily substance after purification by flash chromatography: Rf 0.85 (hexanes/Et2O, 4:1); 1H NMR (500 MHz, CDCl3) δ 6.08 (h, J=1.8 Hz, 1H, H-5), 4.48 (s, 2H, H-1), 4.20 (s, 2H, H-10), 1.98-2.17 (m, 4H, H6-9), 1.49-1.71 (m, 4H, H6-9), 0.96-1.12 (m, 14H, H-11, 12). 13C NMR (300 MHz, CDCl3) δ 134.8 (C-5), 120.3 (C-4), 87.1 (C-2/3), 84.4 (C-2/3), 54.3 (C-1), 29.0 (C6-9), 25.6 (C6-9), 22.2 (C6-9), 21.5 (C6-9), 17.3 (C-12), 17.2 (C-12), 12.3 (C-11); HRMS calcd for C15H26NaOSi (M+Na)+ 273.1651. found 273.1639.