Chlorosulfonic acid → p-(2-Acetamidoethyl)benzenesulphonyl chloride

HRID 1749497ノート

反応式

HRID 1749497 の反応式
[CH2:1]([NH:9][C:10](=[O:12])[CH3:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[S:13]([Cl:17])(=O)(=[O:15])[OH:14]>>[C:10]([NH:9][CH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:13]([Cl:17])(=[O:15])=[O:14])=[CH:5][CH:4]=1)(=[O:12])[CH3:11]

参加物

3

反応物 2

HCID 24638Chlorosulfonic acidHCID 70143N-(2-phenylethyl)acetamide

生成物 1

HCID 3015782p-(2-Acetamidoethyl)benzenesulphonyl chloride収率 45%

実験手順

N-Phenethylacetamide (4.50 g, 27.6 mmol) was added to sulfurochloridic acid (30 mL) slowly at 0-5° C. The resulting reaction mixture was stirred at room temperature for 2 h. The reaction mixture was poured into ice-water and stirred for 10 min. The mixture was extracted with DCM. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to afford the title compound as a brown solid (3.30 g, 12.64 mmol, 45% yield). MS (ESI) m/z 262.1 [M+H]+.

後処理

  1. customThe resulting reaction mixture
  2. stirringstirred for 10 min
  3. extractionThe mixture was extracted with DCM
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-3f24ffb28f2141bbb946d7b287d56a41
出典データセット
uspto-grants-2015_10
特許番号
US09156798B2

反応ノート

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