Related Products of 34626-51-2 , The common heterocyclic compound, 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
[00149] 5-bromo-l-pentanol (1), 3g, is treated with 1.5 eq of 3, 4-dihydro-2H-pyran and 0.1 eq of pyridinium para toluenesulfonate (PPTS) in 135mL of CH2CI2. Other starting materials, such as bromo C1.9 alcohols may be used to obtain other embodiments of compounds of formula VII. [00150] After work -up and purification, 1.45 g (33%) of product 2 is obtained. 1.0 eq of methyl malonitrile is deprotonated with 1 eq of NaH and 1.0 eq of bromide 2 is added along with catalytic amount of KI at 50C. A complete conversion can be observed after 10 hours and a 90% yield can be obtained. Deprotection of tetrahydo pyran (THP) can be done with PPTS in ethanol at 55C. After work-up, a quantitative yield of alcohol 4 is obtained and directly used for the mesylation reaction. With the mesylate 5 in hand, a kryptofix- mediated fluorination can be performed. Compound 6 is obtained in 68% yield. 12mL of DMF, 10 eq. of acetic acid, triethylamine and sodium azide each are added to compound 6. The resulting mixture is stirred at 140C for 19 hours. Water and IN HC1 are added. The solid is filtered off and washed with water. Compound 7 is obtained in a 60% yield. [00151] NMR [for example, Bruker Avance 400 (400 MHz, CDC13, TMS as internal standard] of the 5,5′(7-fluoroheptane-2,2-diyl)bis(lH-tetrazole) compound shows the following results: delta 1.29 (m, 4H, CH2), 1.49 (m, 2H, CH2), 1.77 (s, 3H, Me), 1.87 (t, 2H, CH2), 4.09 (m, 2H, CH2F).
The synthetic route of 34626-51-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; APOSENSE LTD.; VAN GELDER, Joel M.; LEVY, Menashe; ARGOV, Mirit; BEN-AMI, Miri; ZIV, Ilan; WO2013/150534; (2013); A1;,
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