Water → HCID 22246914、化合物

HRID 1595834ノート

反応式

HRID 1595834 の反応式
[CH2:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].N1C=CC=CC=1.[CH3:19][S:20](Cl)(=[O:22])=[O:21].O>C(Cl)Cl>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][NH:10][S:20]([CH3:19])(=[O:22])=[O:21])=[CH:11][CH:12]=1)[CH2:2][CH2:3][CH3:4]

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 40298714-Butylbenzylamine

生成物 1

HCID 22246914HCID 22246914、化合物収率 57.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-butylbenzylamine (4.01 g, 24.6 mmol) in CH2Cl2 (75 mL) was added pyridine (4.0 mL, 49 mmol) followed by dropwise addition of methanesulfonyl chloride (2.5 mL, 32.3 mmol). The reaction was stirred at room temperature for 24 h and water was added. The product was extracted into CH2Cl2 (2×) and the organic solution was dried (MgSO4), filtered, and concentrated. Flash chromatography (2:1 to 1:1 hexanes:EtOAc) provided the title compound as a white solid (3.4114 g). 1H NMR (400 MHz, CDCl3) δ 7.23 (d, 2H), 7.15 (d, 2H), 4.84 (m, 1H), 4.25 (d, 2H), 2.82 (s, 3H), 2.58 (t, 2H), 1.56 (m, 2H), 1.33 (m, 2H), 0.91 (t, 3H).

後処理

  1. extractionThe product was extracted into CH2Cl2 (2×)
  2. dry with materialthe organic solution was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-a304cf5ed65c485381636817aeabc0dd
出典データセット
uspto-grants-2001_09
特許番号
US06288120B1

反応ノート

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