Tetrahydrofuran → (2-Anilinopyridin-3-yl)methanol

HRID 2194525ノート

反応式

HRID 2194525 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].O1CCCC1.[C:12]1([NH:18][C:19]2[N:27]=[CH:26][CH:25]=[CH:24][C:20]=2[C:21](O)=[O:22])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[Na+]>C(OCC)(=O)C>[C:12]1([NH:18][C:19]2[C:20]([CH2:21][OH:22])=[CH:24][CH:25]=[CH:26][N:27]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 14798Sodium HydroxideHCID 14817992-Anilinonicotinic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 13986159(2-Anilinopyridin-3-yl)methanol収率 108.7%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

Under a nitrogen gas stream, 2.41 g (63.4 mmol) of lithium aluminum hydride was added to tetrahydrofuran (80 mL) under ice cooling, and a tetrahydrofuran (30 mL) solution of 6.79 g (31.7 mmol) of 2-(phenylamino)nicotinic acid was added dropwise to the above solution. The resulting mixture was stirred for 2 hours at room temperature. Ethyl acetate was added to the reaction mixture, and 25 mL of a 10% aqueous solution of sodium hydroxide was further added thereto. Insoluble materials were filtered off. The filtrate was concentrated, and the residue thus obtained was dissolved in ethyl acetate, dried, filtered, and concentrated. Thus, 6.9 g of the title compound was obtained as a yellow viscous product (yield: quantitative).

後処理

  1. additionwas further added
  2. filtrationInsoluble materials were filtered off
  3. concentrationThe filtrate was concentrated
  4. customthe residue thus obtained
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-05ffb3b666654e4e944b06fc396c8e6c
出典データセット
uspto-grants-2012_12
特許番号
US08334236B2

反応ノート

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