Analyzing the synthesis route of 23783-42-8

According to the analysis of related databases, 23783-42-8, the application of this compound in the production field has become more and more popular.

Reference of 23783-42-8, 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. 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol, molecular formula is C9H20O5, 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.

An oven-dried 100 mL round bottom flask was charged with t-BuOK (13 mmol), dry THF (30 mL), purged with argon and cooled to 0C in an ice bath. Tetraethyleneglycol monomethyl ether (10 mmol) was then added dropwise to the solution and the reaction stirred at 0C for 1 h under argon. Allyl bromide (13 mmol) was added dropwise, and the solution was warmed to R.T. and allowed to stir for 24 h under argon. Deionized water (2 mL) was then added and the reaction stirred for 10 min. All liquid were then removed in vacuo and the residue redissolved in ethyl acetate (50 mL). The organic was washed three times with water (20 mL), dried over Na2S04, filtered over Celite and then concentrated in vacuo to yield clear/light yellow oil (47%). iHNMR (400 MHz, CDCb): delta = 5.90 (m, 1H), 5.23 (dd, 1H, 3jHHtram = 17.3 Hz, , 2jHHgem = 1.7 Hz), 5.15 (dd, 1H, 3JHH = 10.4 Hz, , iJHHgem = 1.5 Hz), 4.00 (dd, 2H, SJHH = 5.89 Hz, , 4JHH = 1.5 Hz), 3.65 (m, 12H), 3.59 (m, 2H), 3.53 (m, 2H), 3.36 (s 3H) ppm. isCNMR (400 MHz, CDCb): delta =134.8, 117.0, 72.2, 71.9, 70.6, 70.6, 70.6, 70.5, 69.4, 59.0 ppm. HRMS-ESI: Calculated [M+Na]+: 271.1516; found: 271.1516.

According to the analysis of related databases, 23783-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; GARRELL, Robin L.; TUCKER-SCHWARTZ, Alexander K.; WO2012/129380; (2012); A2;,
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