Pyridine → 2-(4'-Benzamidophenyl)butyric acid

HRID 249545

反応式

HRID 249545 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH2:21][CH3:22])[C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1.N1C=CC=CC=1.CCOCC>C1COCC1>[C:1]([NH:10][C:11]1[CH:12]=[CH:13][C:14]([CH:17]([CH2:21][CH3:22])[C:18]([OH:20])=[O:19])=[CH:15][CH:16]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 3283Diethyl EtherHCID 7412Benzoyl chlorideHCID 346552-(4-Aminophenyl)butanoic acid

生成物 1

HCID 229189622-(4'-Benzamidophenyl)butyric acid収率 47.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Benzoylchloride (7.84 g, 0.057 mol) was added dropwise to a solution of 2-(4'-aminophenyl)butyric acid (10.0 g, 0.057 mol) and pyridine (4.85 g, 0.061 mol) in 100 mL of THF at 0° C. After 30 minutes the ice bath was removed and the reaction warmed to room temperature. After 1 hour the suspension was diluted with 300 mL of ether, washed with 10% HCl (3×50 mL), saturated NaCl (50 mL), dried over MgSO4 and evaporated to give a brown solid. Trituration with ether afforded 7.54 g (47.7%) of the product as a white solid.

後処理

  1. customAfter 30 minutes the ice bath was removed
  2. additionAfter 1 hour the suspension was diluted with 300 mL of ether
  3. washwashed with 10% HCl (3×50 mL), saturated NaCl (50 mL)
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customto give a brown solid

出典と根拠

ORDレコード
ord-a9a0ca91bae14a2d9d5189005baba691
出典データセット
uspto-grants-1993_05
特許番号
US05214191

関連ノート

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