Synthetic Route of 1139-13-5,Some common heterocyclic compound, 1139-13-5, name is Diethyl cyclohexane-1,1-dicarboxylate, molecular formula is C12H20O4, 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.
Step 1. To a solution of compound 18-1 (4.0 g, 17.5 mmol) in EtOH (20 mL) was added 85% aqueous KOH solution (1.15 g, 17.5 mmol) at r.t. After the reaction mixture was stirred at 76 C for 3 h, it was concentrated and partitioned between EtOAc (15 mL) and H20 (25 mL). The aqueous phase was acidified with IN HC1 to pH = 3 and extracted with EtOAc (15 mL x 2). The organic layer was concentrated to give compound 18-2 as an oil (2.5 g, yield: 71.4%). ‘H NMR (400 MHz, CDC13) delta 4.20 – 4.15 (m, 2 H), 2.03 – 1.90 (m, 4 H), 1.56 – 1.47 (m, 6 H), 1.45 – 1.43 (t, 4.0 Hz, 3 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Diethyl cyclohexane-1,1-dicarboxylate, its application will become more common.
Reference:
Patent; GENENTECH, INC.; THE UNIVERSITY OF AUCKLAND; LEE, Ho Huat; TERCEL, Moana; FLYGARE, John A.; GUNZNER-TOSTE, Janet; PILLOW, Thomas H.; SAFINA, Brian; STABEN, Leanna; VERMA, Vishal; WEI, BinQing; ZHAO, Guiling; WO2015/95227; (2015); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics