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Sodium Bicarbonate → 4-Chloroquinolin-7-ol

HRID 454034
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HRID 454034 반응식
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([Cl:19])=[CH:14][CH:15]=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C(=O)([O-])O.[Na+]>C(O)(C(F)(F)F)=O>[Cl:19][C:13]1[C:12]2[C:17](=[CH:18][C:9]([OH:8])=[CH:10][CH:11]=2)[N:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 220306577-(Benzyloxy)-4-chloroquinoline

생성물 1

HCID 1357290834-Chloroquinolin-7-ol수율 98%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A solution of 7-benzyloxy-4-chloroquinoline (17 g, 56 mmol), (Konishi et al. WO 96/11187), in TFA (170 ml) was heated at reflux for 2 hours. The solvent was removed under vacuum and the residue was triturated with ether, filtered and washed with ether. The solid was suspended in an aqueous solution of sodium hydrogen carbonate (5.5 g, 65 mmol in 200 ml of water) and stirred at ambient temperature for 30 minutes. The solid was collected by filtration, washed with water and dried overnight under vacuum and over phosphorus pentoxide to give 4-chloro-7-hydroxyquinoline (9.85 g, 98%).

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후처리

  1. temperatureat reflux for 2 hours
  2. customThe solvent was removed under vacuum
  3. customthe residue was triturated with ether
  4. filtrationfiltered
  5. washwashed with ether
  6. filtrationThe solid was collected by filtration
  7. washwashed with water
  8. dry with materialdried overnight under vacuum and over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-81d96576094948048c93a9a5dc4063b5
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492560B2

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