Lithium hydroxide, monohydrate → 5-Fluoro-3-methylpicolinic acid

HRID 1186207노트

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HRID 1186207 반응식
C[O:2][C:3]([C:5]1[C:10]([CH3:11])=[CH:9][C:8]([F:12])=[CH:7][N:6]=1)=[O:4].O.[OH-].[Li+]>CO.O>[F:12][C:8]1[CH:9]=[C:10]([CH3:11])[C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=1

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 58563046Methyl 5-fluoro-3-methylpyridine-2-carboxylate

생성물 1

HCID 582246285-Fluoro-3-methylpicolinic acid수율 86.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

실험 절차

To a solution of 5-fluoro-3-methyl-pyridine-2-carboxylic acid methyl ester (1.28 g) in MeOH (6 ml) was added at 22° C. a solution of lithium hydroxide mono hydrate (636 mg) in water (3 ml) and stiring was continued for 16 h. The mixture was diluted with water, the MeOH was evaporated at reduced pressure and the pH was adjusted to 1 using 1 N aqueous HCl. The aqueous layer was extracted with AcOEt, the organic layer was dried, evaporated and the residue was crystallized from AcOEt/n-heptane to give the title compound (1.02 g) as a pale yellow solid. MS: m/z=153.7 [M−H]−.

후처리

  1. customthe MeOH was evaporated at reduced pressure
  2. extractionThe aqueous layer was extracted with AcOEt
  3. customthe organic layer was dried
  4. customevaporated
  5. customthe residue was crystallized from AcOEt/n-heptane

출처 및 근거

ORD 기록
ord-0fb1492b483b44eb80ec393f1987a487
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673894B2

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