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2.3.4. Product 5d 5-Bromo-4,4-Dimethyl-6-Phenyltetrahydro-2H-Pyran-2-One

PK Paweł Kowalczyk
BG Barbara Gawdzik
DT Damian Trzepizur
MS Mateusz Szymczak
GS Grzegorz Skiba
SR Stanisława Raj
KK Karol Kramkowski
RL Rafał Lizut
RO Ryszard Ostaszewski
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Colorless crystals mp. 107–108 °C, Rf = 0.25 (ethyl acetate:hexan 1:7); 1H NMR (CDCl3, 500 MHz) δ (ppm): 1.20 (s, 3H, C(CH3)2), 1.28 (s, 3H, C(CH3)2), 2.61 (d, 1H, J = 17.4 Hz, CHaHb), 2.81 (d, 1H, J = 17.4 Hz, CHaHb), 4.11 (d, 1H, J = 10.8 Hz, CHBr), 5.40 (d, 1H, J = 10.8 Hz, CHAr), 7.35–7.42 (m, 5H, HAr); 13C NMR (125 MHz, CDCl3) δ (ppm): 21.4 (C(CH3)), 29.6 (C(CH3)2), 35.5 (C(CH3)2), 44.0 (CH2), 61.3 (CHBr), 83.3 (CHAr), 168.4 (C=O), CAr: 127.5, 128.5, 129.2, 137.1; ESI-TOF HR: m/z calcd for C13H15BrO2: 305.0153 [M+Na]+, found 305.0138.

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