The chemical industry reduces the impact on the environment during synthesis 13671-00-6, name is Methyl 2,6-difluorobenzoate, I believe this compound will play a more active role in future production and life. 13671-00-6
1,8-Diazabicyclo[5.4.0]undec-7-ene (0.43 ml, 2.90 mmol, 5.0 eq) wasadded to a solution of methyl 2,6-difluorobenzoate (100 mg, 0.58 mmol, 1.0 eq) in methanol (0.35 mL). The resulting solutionwas stirred at room temperature and hydroxylamine in aqueous solution 50% (0.36ml, 5.81 mmol, 10.0 eq) was added. After 2h the reaction was stopped and themixture is adjusted to pH 6 with acetic acid. The aqueous layer was extractedthree times with ethyl acetate. The combined organic layer was dried with MgSO4,concentrated and purified by preparative HPLC to afford 2,6-difluoro-N-hydroxy-benzamide (54 mg, 0.31 mmol, 54 %) as a white solid: MS ES+ m/z 174.1 (M+H)+; 1HNMR (400 MHz, DMSO-d6) delta 11.18 (s, 1H), 9.41 (s, 1H), 7.54 (m, 1H), 7.22 – 7.14 (m, 2H); 13CNMR (101 MHz, DMSO-d6) delta 159.3 (dd, J = 249.9, J = 8.4 Hz), 156.6, 132.2 (t, J = 10.3 Hz), 113.3 (t, J = 23.3 Hz), 112.1 (dd, J = 19.7, J = 5.4 Hz) ; 19FNMR (377 MHz, DMSO-d6) delta -113.6 (t, J = 7.0 Hz).
The chemical industry reduces the impact on the environment during synthesis 13671-00-6. I believe this compound will play a more active role in future production and life.
Reference:
Article; Beillard, Audrey; Bhurruth-Alcor, Yushma; Bouix-Peter, Claire; Bouquet, Karinne; Chambon, Sandrine; Clary, Laurence; Harris, Craig S.; Millois, Corinne; Mouis, Gregoire; Ouvry, Gilles; Pierre, Romain; Reitz, Arnaud; Tomas, Loic; Tetrahedron Letters; vol. 57; 20; (2016); p. 2165 – 2170;,
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