Sodium Hydroxide → Furo[3,2-C]pyridine-6-carboxylic acid

HRID 1830560ノート

反応式

HRID 1830560 の反応式
[O:1]1[C:9]2[CH:8]=[C:7]([C:10]([O:12]C)=[O:11])[N:6]=[CH:5][C:4]=2[CH:3]=[CH:2]1.[OH-].[Na+]>CO.O>[O:1]1[C:9]2[CH:8]=[C:7]([C:10]([OH:12])=[O:11])[N:6]=[CH:5][C:4]=2[CH:3]=[CH:2]1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 22047280Methyl furo[3,2-c]pyridine-6-carboxylate

生成物 1

HCID 22047219Furo[3,2-C]pyridine-6-carboxylic acid収率 10%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

Methyl furo[3,2-c]pyridine-6-carboxylate (1.55 g, 8.74 mmol) is dissolved in MeOH (30 mL) and H2O (15 mL), treated with 3 N NaOH (6.4 mL) and stirred at rt for 7 h. The mixture is concentrated to dryness, dissolved in H2O (10 mL) and acidified to pH 2 with concentrated HCl. The solution is concentrated to dryness, suspended in a smaller amount of water (7 mL) and the resulting solid collected via filtration (lot A). The filtrate is concentrated, triturated with water (3 mL) and the resulting solid collected via filtration (lot B). The filtrate from lot B is concentrated and carried on without further purification as an acid/salt mixture (lot C). Both lots A and B are dried in a vacuum oven at 50° C. for 18 h to afford 690 mg (48%) for lot A, 591 mg (42%) for lot B and 130 mg (10%) of furo[3,2-c]pyridine-6-carboxylic acid as yellow solids. MS (CI) m/z: 164 (M+H+).

後処理

  1. concentrationThe mixture is concentrated to dryness
  2. dissolutiondissolved in H2O (10 mL)
  3. concentrationThe solution is concentrated to dryness
  4. filtrationthe resulting solid collected via filtration (lot A)
  5. concentrationThe filtrate is concentrated
  6. customtriturated with water (3 mL)
  7. filtrationthe resulting solid collected via filtration (lot B)
  8. concentrationThe filtrate from lot B is concentrated
  9. customcarried on without further purification as an acid/salt mixture (lot C)
  10. customBoth lots A and B are dried in a vacuum oven at 50° C. for 18 h

出典と根拠

ORDレコード
ord-7d5b1febf14447c299cb2d1acfa15930
出典データセット
uspto-grants-2006_06
特許番号
US07067515B2

反応ノート

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