Lithium Hydroxide → 5-(4-Bromophenyl)-3-methyl-3H-[1,2,3]triazole-4-carboxylic acid

HRID 631909노트

반응식

HRID 631909 반응식
C([O:3][C:4]([C:6]1[N:7]([CH3:18])[N:8]=[N:9][C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1)=[O:5])C.[OH-].[Li+]>C1COCC1>[Br:17][C:14]1[CH:15]=[CH:16][C:11]([C:10]2[N:9]=[N:8][N:7]([CH3:18])[C:6]=2[C:4]([OH:5])=[O:3])=[CH:12][CH:13]=1

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 712664555-(4-bromo-phenyl)-3-methyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester

생성물 1

HCID 712662515-(4-Bromophenyl)-3-methyl-3H-[1,2,3]triazole-4-carboxylic acid수율 94.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-(4-Bromo-phenyl)-3-methyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester (1.2 g, 3.87 mmol) was dissolved in THF (15 mL) and lithium hydroxide solution (0.5 N, 10 mL) was added. The mixture was stirred at room temperature for 3 hrs. TLC indicated complete consumption of the starting material. The mixture was concentrated and the residue was dissolved in water (20 mL) and filtered. The filtrate was acidified with 2N hydrochloric acid (3 mL). The white solid was filtered and dried to give 5-(4-bromo-phenyl)-3-methyl-3H-[1,2,3]triazole-4-carboxylic acid as a white solid (1.03 g, 94.4% yield). m.p. 209-210° C.; LC-MS calcd for C10H8BrN3O2 (m/e) 283.0, obsd 284.0 (M+H); 1H-NMR (400 MHz, DMSO-d6) δ ppm 4.26 (s, 3H), 7.66-7.72 (m, 4H), 14.20 (br s, 1H).

후처리

  1. customconsumption of the starting material
  2. concentrationThe mixture was concentrated
  3. dissolutionthe residue was dissolved in water (20 mL)
  4. filtrationfiltered
  5. filtrationThe white solid was filtered
  6. customdried

출처 및 근거

ORD 기록
ord-536bca20fd074e549cd650e34f873663
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321738B2

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