New downstream synthetic route of Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate

According to the analysis of related databases, 61266-36-2, the application of this compound in the production field has become more and more popular.

Application of 61266-36-2, 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. 61266-36-2, name is Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate, molecular formula is C11H10O3, 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.

B. Preparation of methyl 4-(3-hydroxypropyl)benzoate STR17 To a 2-L stainless steel Parr bottle was charged 17.1 g (89.9 mmol) of methyl 4-(3-hydroxypropynyl)benzoate dissolved in 1 L MeOH, followed by the addition of 2.6 g of 5% Pd/C catalyst. This mixture was then hydrogenated at ambient temperature for 18 hours on a Parr shaker at 15 psi of hydrogen gas. The catalyst was filtered away, and washed with fresh MeOH. The filtrate was removed in vacuo, and the crude residue was flash chromatographed on silica gel eluding with 25% EtOAc/MeCl2. The correct fractions were combined and the solvents were removed in vacuo to give 16.7 g (95%) of methyl 4-(3-hydroxypropyl)benzoate as a colorless oil. Rf =0.36 (25% EtOAc/MeCl2) Mass (FD) M+=194 IR (KBr, cm-1)=1020, 1046, 1114, 1181, 1194, 1247, 1312, 1416, 1437, 1611, 1718, 2953, 3011, 3026, 3626 UV (EtOH) lambdamax =265, 203 (epsilon=25179, 16144) Anal. Calcd. for C11 H14 O3: C, 68.02; H, 7.27. Found: C, 67.95;H, 6.97. 1 H NMR (300 MHz, CDCl3) delta1.32 (t, J=5.5 Hz, 1H), 1.88-197 (m, 2H), 2.79 (t, J=7.7 Hz, 2H), 3.70 (q, J=6.1 Hz, 2H), 3.92 (s, 3H), 7.29 (d, J=8.0 Hz, 2H), 7.98 (d, J=8.2 Hz, 2H)

According to the analysis of related databases, 61266-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; US5426110; (1995); A;,
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