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. 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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. Safety of Glycerol aldehyde dimer
Step 1 : Preparation OF 2- (2-HYDROXY-ETHYLAM. no)-benzoic acid methyl ester :; A solution of methyl anthranilate (2. 6 mL, 20 mmol, 1 equiv.) in DCM (60 mL) is treated with glycolaldehyde dimer (1. 20 g, 10 mmol, 0. 5 equiv.) then acetic acid (1. 72 mL, 30 mmol, 1. 5 equiv.) Within 1H a yellow solution had formed, to which was added portionwise sodium triacetoxyborohydride (6. 78 g, 32 mmol, 1. 6 equiv.). After 3 days the reaction is quenched with methanol (25 mL) and the solvent removed IN VACUO. The residue is partitioned between ethyl acetate and 10% aqueous citric acid. The separated aqueous layer is extracted with ethyl acetate three times and the combined organics washed with brine, dried over NA2S04, filtered and concentrated. The crude product is purified by silica gel chromatography (30% ETOAC/HEXANE gradient) to provide the desired product as a white waxy solid (1. 82 g, 47 % YIELD). 1H NMR (400 MHz, CDC13) ; 8 7. 84 (1H, dd, J = 8. 0, 1. 6 Hz) ; 7. 29 (1H, m) ; 6. 68 (1H, d, J = 8. 4 Hz) ; 6. 55 (1H, m) ; 3. 81 (2H, t, J = 5. 5 Hz) ; 3. 78 (3H, s) ; 3. 34 (2H, t, J = 5. 5 Hz).
With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.
Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2005/28474; (2005); A2;,
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