Electric Literature of 37746-78-4, A common heterocyclic compound, 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, molecular formula is C6H9BrO2, 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.
An ethanol solution of 9A- THC (1) (100 mg, 0.318 mmol) was transferred to a round bottom flask (Figure 5). The original vial was washed with methanol and the washes added to the flask. Next the solvent was removed on the rotary evaporator, to give yellow oil. The isolated 9A-THC yellow oil was dissolved in 10 mL acetone (dried over K2CO3) followed by the addition of 0.45 g potassium carbonate (3.2 mmol). Ethyl 4- bromocrotomate (118 uL, 165 mg x 75% = 124, 0.64 mmol, 2 eq.) was then added to the mixture. This RT reaction was stirred overnight, under argon. In the morning, the reaction was analyzed by TLC (silica gel, 10:1 hexanes-ethyl acetate, visualization with UV). The TLC indicated a complete reaction, the starting material having been consumed and a new spot having formed at a higher i?/from the starting material. Next, the solid was filtered off through a bed of CELITE. The solid was then washed with acetone (2 x 10 mL). The filtrate was concentrated to give very light yellow oil. This residue was then purified by preparative TLC on a silica gel using hexanes-ethyl acetate 10:1 as eluent. The top band (R/= 0.57) was collected to give 135 mg (99%) of the desired product 21 as a clear oil.
The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; OAKVILLE HONG KONG COMPANY LIMITED; WO2006/29089; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics