Synthetic Route of 112-70-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 112-70-9, name is 1-Tridecanol, molecular formula is C13H28O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Compound 1 (590mg, 1.0mmol), which was prepared from protoporphyrin IX (PPIX) under acid esterification conditions,17 was dissolved in HBr/acetic acid (25%, 30mL) under nitrogen atmosphere and the mixture was stirred for 2h. All volatile solvents were evaporated under vacuum to yield dimethyl 3,3?-(7,12-bis(1-bromoethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl)dipropionate (2) as a green colored liquid. The resulting liquid was directly dissolved in dichloromethane (50mL), and 1-tridecanol (2.2mmol, 441mg) and Cs2CO3 (2.2mmol, 304mg) were added to the dichloromethane solution. The reaction mixture was again stirred under nitrogen atmosphere for 2h and filtered. The resulting filtrate was concentrated under the reduced pressure and the residue was purified by preparative TLC on silica gel with CH2Cl2/MeOH (20:1) to give compound 3a (218mg, 23% yield) as a dark violet crystal. Rf=0.8 (CH2Cl2/MeOH 20:1); 1H NMR (400MHz, CDCl3, TMS) delta 10.63 (s, 1H), 10.61 (s, 1H), 10.11 (s, 1H), 10.08 (s, 1H), 6.09 (m, 2H), 4.41-4.45 (m, 4H), 3.73 (s, 3H), 3.71 (s, 3H), 3.70 (s, 3H), 3.69 (s, 3H), 3.68 (s, 3H) 3.67 (s, 3H), 3.65 (m, 4H), 3.28-3.32 (m, 4H), 2.25-2.27 (d, J=7.0Hz, 6H), 1.09-1.80 (m, 42H), 0.84 (t, J=12.9Hz, 6H); 13C NMR (75MHz, CDCl3, TMS) delta 173.7 (2C; C=O), 140.6, 140.4, 138.4, 138.2, 137.2, 136.8, 136.5 (16C; C pyrrole), 98.8, 98.6, 96.8, 96.1, 73.3 (2C, OCH) 69.6 (2C, OCH2), 51.74 (2C; CO2CH3), 37.0 (2C, CH3CH), 31.9 (2C; CH2COOMe), 30.3, 29.5, 29.3, 26.4, 25.5, (24C; -CH2-), 22.6 (2C; CH2CH2COO), 21.9, 14.1 (2C, CH3C pyrrole), 11.7ppm (2C; CH3C pyrrole); IR (NaCl disc) 3311, 2924, 2853, 1739, 1435, 1100cm-1; MS (ESI, positive): m/z (%): 991; HRMS (ESI, positive) m/z Calcd for C62H94N4O6 [M+H]+; 991.7252, found: 991.7252.
According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.
Reference:
Article; Tachikawa, Shoji; El-Zaria, Mohamed E.; Inomata, Ryu; Sato, Shinichi; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4745 – 4751;,
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