Oxalyl chloride → 4-(2-Methylquinolin-4-ylmethoxy)benzenesulfonyl chloride hydrochloride

HRID 472133ノート

反応式

HRID 472133 の反応式
[Na].[CH3:2][C:3]1[CH:12]=[C:11]([CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([OH:24])(=O)=[O:22])=[CH:17][CH:16]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.C(Cl)(=O)C([Cl:28])=O>CN(C)C=O.ClCCl>[ClH:28].[CH3:2][C:3]1[CH:12]=[C:11]([CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([Cl:28])(=[O:24])=[O:22])=[CH:17][CH:16]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1

参加物

6

反応物 3

HCID 65578Oxalyl chlorideHCID 5360545SodiumHCID 219630514-(2-Methylquinolin-4-ylmethoxy)benzenesulfonic acid

生成物 1

HCID 866078654-(2-Methylquinolin-4-ylmethoxy)benzenesulfonyl chloride hydrochloride収率 92%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
-10 °C

実験手順

76 g (216 mmol) of the sodium salt of 4-(2-methylquinolin-4-ylmethoxy)benzenesulfonic acid in 500 ml of dimethylformamide are added dropwise to a solution of 55 ml (649 mmol) of oxalyl chloride in 100 ml of dichloromethane, cooled beforehand to −10° C. After the addition, the reaction medium is stirred at ambient temperature for 18 h. The reaction medium is then poured into 11 of ice and then extracted with ethyl acetate. The organic phases are combined, washed with water and then with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, filtered and concentrated under vacuum. 77 g (92%) of 4-(2-methylquinolin-4-ylmethoxy)benzenesulfonyl chloride hydrochloride are obtained in the form of a beige solid.

後処理

  1. additionAfter the addition
  2. additionThe reaction medium is then poured into 11 of ice
  3. extractionextracted with ethyl acetate
  4. washwashed with water
  5. dry with materialwith a saturated aqueous solution of sodium chloride, dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-3d6d395d09a94c4fb946ac3ffac1571b
出典データセット
uspto-grants-2014_01
特許番号
US08633196B2

反応ノート

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