Tert-Butylamine → 4-bromo-N-tert-butyl-3-methylbenzenesulfonamide

HRID 252263ノート

反応式

HRID 252263 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12].[C:13]([NH2:17])([CH3:16])([CH3:15])[CH3:14]>ClCCl.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:17][C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12]

参加物

5

反応物 2

HCID 6385Tert-ButylamineHCID 27375034-Bromo-3-methylbenzene-1-sulfonyl chloride

生成物 1

HCID 79380454-bromo-N-tert-butyl-3-methylbenzenesulfonamide収率 89.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred, ice-cold solution of 4-bromo-3-methyl-benzenesulfonyl chloride (11 g, 40.8 mmol) and N′N-diisopropylethylamine (8.5 ml, 49 mmol, 1.2 equiv.) in dichloromethane was added dropwise tert. butylamine (5.2 ml, 49 mmol, 1.2 equiv.). After two hours at room temp., the reaction mixture was diluted with water and extracted with dichloromethane. The organic extracts were concentrated under reduced pressure, the residue stirred with n-heptane and filtered to obtain 11.2 g of the desired compound as a yellow solid. MS (ES): m/e 304.2 (M−H)

後処理

  1. extractionextracted with dichloromethane
  2. concentrationThe organic extracts were concentrated under reduced pressure
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-ae70de4a612a4384b29d889db30582eb
出典データセット
uspto-grants-2011_01
特許番号
US07868030B2

反応ノート

読み込み中…