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Sodium Hydroxide → 6-(2-Quinolylmethoxy)nicotinic acid

HRID 1721688
ノート
印刷プレビュー

反応式

HRID 1721688 の反応式
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)=[N:6][CH:5]=1.[OH-].[Na+]>CO>[N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:20]=[CH:21][C:12]=1[CH2:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:22])=[O:2])=[CH:5][N:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 539871676-(Quinol-2-ylmethoxy)nicotinic acid methyl ester

生成物 1

HCID 224135766-(2-Quinolylmethoxy)nicotinic acid収率 92.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 6-(quinol-2-ylmethoxy)nicotinic acid methyl ester (5.06 g, 17.2 mmol), prepared as in step 2, in methanol (100 ml) at room temperature with stirring was added. 1N NaOH (18.9 ml, 18.9 mmol). The resulting mixture was allowed to stir at room temperature for 14 hours. The mixture was then refluxed for 3 hours, cooled to room temperature and concentrated in vacuo. The residue was diluted with water and the aqueous layer was extracted with ethyl acetate. The aqueous layer was acidified to pH 3 with 10% citric acid to give a white precipitate. The precipitate was filtered and washed with water and diethyl ether. The solid was dried overnight at 80° C. under reuced pressure to give 4.46 g of 6-(2-quinolylmethoxy)nicotinic acid.

後処理

  1. additionwas added
  2. temperatureThe mixture was then refluxed for 3 hours
  3. temperaturecooled to room temperature
  4. concentrationconcentrated in vacuo
  5. additionThe residue was diluted with water
  6. extractionthe aqueous layer was extracted with ethyl acetate
  7. customto give a white precipitate
  8. filtrationThe precipitate was filtered
  9. washwashed with water and diethyl ether
  10. customThe solid was dried overnight at 80° C. under reuced pressure

出典と根拠

ORDレコード
ord-62e6fc7055a34d72893e62c7ccd04315
出典データセット
uspto-grants-1996_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05512581

反応ノート

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