Analyzing the synthesis route of 122334-37-6

The synthetic route of 122334-37-6 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 122334-37-6,Some common heterocyclic compound, 122334-37-6, name is 4-Chloro-N-methoxy-N-methylbenzamide, molecular formula is C9H10ClNO2, 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.

To a -780C stirred solution of trimethyl (2-methylbut-3-yn-2-yloxy) silane (1 1.79 g, 75.15 mmol) in dry THF (100 mL), H-BuLi (14.08 mL, 22.54 mmol, 1.6 M in hexane) was added dropwise over 10 minutes under an inert atmosphere. After being stirred for 30 min at -78 0C, a solution of 4-chloro-N-methoxy-N-methylbenzamide (5.0 g, 25.0 mmol) in dry THF ( 10 mL) was added to reaction mixture and stirring was continued for an additional 1 h at -78 0C. The reaction mixture was quenched with a saturated NH4Cl solution and extracted with EtOAc (2 x 100 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried over Na2SO4, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography eluting with 5-7 % EtOAc in hexanes to afford l-(4- chlorophenyl)-4-methyl-4-(trimethylsilyloxy) pent-2-yn-l-one (3.8 g, 57 %) as a light green oil.

The synthetic route of 122334-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2009/158393; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics