Triethylamine → 7-Methanesulfonylmethyl-4-chloroquinoline

HRID 965001노트

반응식

HRID 965001 반응식
O[CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23].C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(=O)=O.CC(C)=O.C(OCC)(=O)C>[CH3:21][S:22]([CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1)(=[O:24])=[O:23]

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 22054610(4-Chloroquinolin-7-yl)methanol

생성물 1

HCID 190751107-Methanesulfonylmethyl-4-chloroquinoline

시약·촉매·용매 3

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매HCID 18522661Acetone cardice용매

실험 절차

7-Hydroxymethyl-4-chloroquinoline (930 mg, 4.82 mmol) dissolved in anhydrous methylene chloride (40 ml) was added with triethylamine (679 mg, 6.72 mmol). The mixture was cooled in dry ice/acetone bath, added dropwise with methanesulfonyl chloride (770 mg, 6.7 mmol) and the reactant was stirred for 20 minutes without the cooling bath. Then, the reactant was added under ice-water cooling with cool aqueous solution of saturated sodium bicarbonate (40 ml) and ethyl acetate (150 ml) and shaken to separate the organic layer. The separated organic layer was washed with saturated saline solution and dried over magnesium sulfate. The solvent was removed to obtain 7-methanesulfonylmethyl-4-chloroquinoline as oily product.

후처리

  1. stirringshaken
  2. customto separate the organic layer
  3. washThe separated organic layer was washed with saturated saline solution
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed

출처 및 근거

ORD 기록
ord-dd8a4311f2744953aaa33480d6579f42
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773449

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