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Sodium Hydroxide → 2-(quinolin-8-yloxy)propanoic acid

HRID 1429466
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HRID 1429466 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[O:11][CH:12]([CH3:18])[C:13]([O:15]CC)=[O:14])[CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CCO.O>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[O:11][CH:12]([CH3:18])[C:13]([OH:15])=[O:14])[CH:4]=[CH:3][CH:2]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 61723548HCID 61723548, 화합물

생성물 1

HCID 28935152-(quinolin-8-yloxy)propanoic acid수율 80.6%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
27 °C

실험 절차

To a solution of ethyl 2-(quinolin-8-yloxy)propanoate (100 mg, 0.4 mmol) in EtOH (1 ml) was added a solution of NaOH (24 mg, 0.6 mmol) in H2O (0.5 ml) at 27° C. The mixture was stirred for 30 min at 27° C. The mixture was then concentrated and the residue treated with water (5 mL) and extracted with ethyl acetate (2×5 mL). The water layer was then treated with 2N HCl until pH 3 before being extracted with ethyl acetate (2×5 ml). The organic layer was washed with brine (30 mL), dried over Na2SO4 and concentrated to give the title product (70 mg, 80.5%) as a white solid which was used in next step without further purification.

후처리

  1. concentrationThe mixture was then concentrated
  2. additionthe residue treated with water (5 mL)
  3. extractionextracted with ethyl acetate (2×5 mL)
  4. additionThe water layer was then treated with 2N HCl until pH 3
  5. extractionbefore being extracted with ethyl acetate (2×5 ml)
  6. washThe organic layer was washed with brine (30 mL)
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-670d4439d5a74691a02c5c7a9c446081
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08940726B2

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