Hydrochloric Acid → 1-Phenyl-1H-1,2,3-triazole-4-carboxylic acid

HRID 1177928노트

반응식

HRID 1177928 반응식
[Li+].[OH-].C([O:5][C:6]([C:8]1[N:9]=[N:10][N:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:12]=1)=[O:7])C.O.Cl>C1COCC1.O>[C:13]1([N:11]2[CH:12]=[C:8]([C:6]([OH:7])=[O:5])[N:9]=[N:10]2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 5270623Ethyl 1-phenyl-1H-1,2,3-triazole-4-carboxylate

생성물 1

HCID 5551941-Phenyl-1H-1,2,3-triazole-4-carboxylic acid수율 35.4%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

LiOH (80 mg, 1.9 mmol) was added to a stirred solution of 1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester (130 mg, 0.6 mmol) in THF:H2O (1:1, 4 mL), and the resulting mixture was stirred at room temperature for 45 min. The reaction mixture was concentrated under reduced pressure to get the residue. Cold water was then added and acidified it with 10% aqueous HCl, filtered the solid precipitated to afford 40 mg (35.4% yield) of 1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid. 1H NMR (DMSO-d6): δ 13.4 (bs, 1H), 9.4 (s, 1H), 8.0 (d, 2H), 7.7 (t, 2H), 7.6 (t, 1H).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto get the residue
  3. filtrationfiltered the solid
  4. customprecipitated

출처 및 근거

ORD 기록
ord-04592faf6f01405cae737a2eedb0c230
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842696B2

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