Hydrochloric Acid → 2-(4-Fluorophenoxy)-5-(trifluoromethyl)nicotinic acid

HRID 1293198노트

반응식

HRID 1293198 반응식
[F:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[N:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:8]=2[C:9]([O:11]C)=[O:10])=[CH:4][CH:3]=1.[OH-].[Li+].Cl>O1CCCC1.O1CCOCC1.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[N:16]=[CH:15][C:14]([C:17]([F:20])([F:18])[F:19])=[CH:13][C:8]=2[C:9]([OH:11])=[O:10])=[CH:21][CH:22]=1

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 57572267Methyl 2-(4-fluorophenoxy)-5-(trifluoromethyl)nicotinate

생성물 1

HCID 575723482-(4-Fluorophenoxy)-5-(trifluoromethyl)nicotinic acid수율 99%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 312751,4-Dioxane용매

실험 절차

A mixture of methyl 2-(4-fluorophenoxy)-5-(trifluoromethyl)nicotinate (step 2, 32 mg, 0.10 mmol) and 4.0 M lithium hydroxide aqueous solution (1.0 mL, 4.0 mmol) in a mixture of tetrahydrofuran (2 mL) and dioxane (10 mL) was stirred for 3 h at room temperature. The pH value was adjusted to 4.0 by the addition of 2 N hydrochloric acid. The mixture was diluted with water (100 mL) and extracted with dichloromethane (20 mL×3). The combined organic extracts were washed with brine (50 mL), dried (sodium sulfate), and concentrated to afford 29 mg (99%) of the title compound: MS (ESI) m/z 256 (M−45)−.—

후처리

  1. extractionextracted with dichloromethane (20 mL×3)
  2. washThe combined organic extracts were washed with brine (50 mL)
  3. dry with materialdried (sodium sulfate)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7913721890ba4a2b9b1e78a37a8d8e48
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238714B2

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