Reactions of long-chain chloro Alcohols or unsaturated alcohols with benzene by aluminum chloride catalyst

Two approaches to the synthesis of 9-oxo-and 10-hydroxy-2E-decenoic acids, important components of queen substance and royal jelly of honeybees Apis mellifera

“…1H, m, H-7), similar to the literature data[10]. 7-Octen-1-ylacetate (6), a: ether 4 (5.75 g, 27.1 mmol) was treated with a mixture of AcOH and AcCl (10:1, 27 mL), stored for 48 h at 30-40°C, diluted with Et 2 O (250 mL), washed successively with saturated solutions of NaHCO 3 and NaCl, dried over MgSO 4 , and evaporated to afford 6 (3.41 g, 74%).…”

Self‐Assembly of Semifluorinated Dendrons Attached to Electron‐Donor Groups Mediates Their π‐Stacking via a Helical Pyramidal Column

“…The monohydration of 1,7-octadiene (14) under hydroboration conditions produced oct-7-ene-1-ol (15) in 30 % yield according to a modified literature procedure. [14] The Pd 0 -catalyzed addition of perfluorooctyliodide to 15 was performed similar to our previously reported procedure. [13] Reduction with LiAlH 4 and subsequent bromination of the corresponding alcohol produced compound 16 in 45 % yield.…”

“…The NMR and other analytical data were consistent with the literature. [1] 1 16,16,15,15,14,14,13,13,12,12,11,11,10,10,9,9-heptadecafluoron-hexadecane (16):…”

“…Evaporation of the solvent produced 7 as a white waxy solid (12.5 g, 44.7 29.42, 29.38, 28.9, 28.4, 20.5; elemental analysis calcd (%) for C 16 H 16 BrF 17 : C 31.44, H 2.64; found: C 31.44, H 2.64. Methyl 3,4,16,16,15,15,14,14,13,13,12,12,11,11,10,10,9,9-heptadecafluoro-n-hexadec-1-yloxy) benzoate [(3,4,5)16F8G1-CO 2 Me]: In a three-neck round-bottom flask equipped with a condenser, Ar inletoutlet and a magnetic stirrer, a mixture of K 2 CO 3 (9 g, 4 equiv) and DMF (150 mL) was thoroughly bubbled with Ar for 0.5 h to eliminate air. Methyl 3,4,5-trihydroxybenzoate (1.2 g, 6.55 mmol) was added and the mixture was heated to 80 8C.…”

“…Methyl 3,4,5-trihydroxybenzoate (1.2 g, 6.55 mmol) was added and the mixture was heated to 80 8C. 16,16,15,15,14,14,13,13,12,12,11,11,10,10,9,12 g,19.6 mmol) was added and the mixture was stirred under Ar atmosphere at 80 8C for 12 h. TLC analysis showed complete reaction. The reaction mixture was cooled to room temperature and poured into 100 mL of water.…”