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

HRID 1186207ノート

反応式

HRID 1186207 の反応式
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

参加物

5

反応物 2

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

生成物 1

HCID 582246285-Fluoro-3-methylpicolinic acid収率 86.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

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]−.

後処理

  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

出典と根拠

ORDレコード
ord-0fb1492b483b44eb80ec393f1987a487
出典データセット
uspto-grants-2014_03
特許番号
US08673894B2

反応ノート

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