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

HRID 1830560

반응식

HRID 1830560 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-7d5b1febf14447c299cb2d1acfa15930
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067515B2

연결된 노트

불러오는 중…