2-Aminobenzyl alcohol → N-(2-(hydroxymethyl)phenyl)methanesulfonamide

HRID 58857

反応式

HRID 58857 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][OH:14]>C(Cl)(Cl)Cl.N1C=CC=CC=1>[OH:14][CH2:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[NH:6][S:2]([CH3:1])(=[O:4])=[O:3]

参加物

5

反応物 2

HCID 214392-Aminobenzyl alcoholHCID 31297Methanesulfonyl chloride

生成物 1

HCID 22955815N-(2-(hydroxymethyl)phenyl)methanesulfonamide収率 53.8%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6212Chloroform溶媒2 回

実験手順

A solution of methane sulfonyl chloride (10.2 ml, 0.13 mol) in chloroform (100 mL) was added dropwise to a solution of (2-aminophenyl)methanol (15.0 g, 0.12 mol) in pyridine (100 mL) and chloroform (150 mL) under nitrogen over 1 h at 0° C. The reaction mixture was stirred for 12 h at ambient temperature and then washed with hydrochloric acid (2N, 200 ml×2). The organic phase was dried over anhydrous MgSO4 and concentrated. The residue was purified by flash column chromatography on silica gel (EtOAc/hexane=1:3) to afford N-[2-(hydroxymethyl)phenyl]methanesulfonamide (13.0 g, 53% yield) as a yellow oil.

後処理

  1. washwashed with hydrochloric acid (2N, 200 ml×2)
  2. dry with materialThe organic phase was dried over anhydrous MgSO4
  3. concentrationconcentrated
  4. customThe residue was purified by flash column chromatography on silica gel (EtOAc/hexane=1:3)

出典と根拠

ORDレコード
ord-cc7c2c09648b42f9ab0908c369380260
出典データセット
uspto-grants-2016_09
特許番号
US09434761B2

関連ノート

読み込み中…