Morpholine → 4-((3-Bromophenyl)sulphonyl)morpholine

HRID 45000ノート

反応式

HRID 45000 の反応式
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Br:7][C:8]1[CH:9]=[C:10]([S:14](Cl)(=[O:16])=[O:15])[CH:11]=[CH:12][CH:13]=1>C1COCC1>[Br:7][C:8]1[CH:9]=[C:10]([S:14]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)(=[O:16])=[O:15])[CH:11]=[CH:12][CH:13]=1

参加物

4

反応物 2

HCID 8083MorpholineHCID 17943m-Bromobenzenesulphonyl chloride

生成物 1

HCID 36960024-((3-Bromophenyl)sulphonyl)morpholine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Morpholine (0.19 mL, 0.0022 mol) in 1.0 ml of THF was added dropwise to a solution of 3-bromobenzenesulfonyl chloride (0.3 mL, 0.002 mol) and TEA (0.30 mL, 0.0022 mol) in dry 4.0 mL of THF cooled in an ice bath. The reaction mixture was stirred overnight at room temperature and was then partitioned between 0.05N HCl and ethyl acetate. The organic layer was washed with water (2×), and brine (1×), and was then dried over anhydrous magnesium sulfate, filtered and then was concentrated in vacuo to give 4-[(3-bromophenyl)sulfonyl]morpholine as a white crystalline product (470 mg, 78%). LCMS (M+H)+: m/z=306, 308.

後処理

  1. temperaturecooled in an ice bath
  2. customwas then partitioned between 0.05N HCl and ethyl acetate
  3. washThe organic layer was washed with water (2×), and brine (1×)
  4. dry with materialwas then dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationwas concentrated in vacuo

出典と根拠

ORDレコード
ord-97b2dbb0c3a74f338a7b568d5b6b8ee7
出典データセット
uspto-grants-2013_09
特許番号
US08541425B2

反応ノート

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