Triethylamine → 7-Methanesulfonylmethyl-4-chloroquinoline

HRID 965001ノート

反応式

HRID 965001 の反応式
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]

参加物

8

反応物 4

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

生成物 1

HCID 190751107-Methanesulfonylmethyl-4-chloroquinoline

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒HCID 18522661Acetone cardice溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dd8a4311f2744953aaa33480d6579f42
出典データセット
uspto-grants-1998_06
特許番号
US05773449

反応ノート

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