Cesium carbonate → 1-Iodo-4-[4'-(1,1-dioxothiomorpholino)phenoxy] butane

HRID 369562ノート

反応式

HRID 369562 の反応式
[O:1]=[S:2]1(=[O:15])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[I:16][CH2:17][CH2:18][CH2:19][CH2:20]I.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[I:16][CH2:17][CH2:18][CH2:19][CH2:20][O:14][C:11]1[CH:10]=[CH:9][C:8]([N:5]2[CH2:4][CH2:3][S:2](=[O:1])(=[O:15])[CH2:7][CH2:6]2)=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 123371,4-DiiodobutaneHCID 218452234-(4-Hydroxyphenyl)thiomorpholine 1,1-Dioxide

生成物 1

HCID 232822801-Iodo-4-[4'-(1,1-dioxothiomorpholino)phenoxy] butane

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 4-(1',1'-dioxothiomorpholino)phenol (10 g, 44 mmol), 1,4-diiodobutane (40.9 g, 132 mmol) and cesium carbonate (42.9 g, 132 mmol) was heated at 50° C. in acetonitrile (400 ml). After 4 hours, the reaction mixture was cooled, filtered and the solid salts washed with acetonitrile. The filtrate was poured into dilute HCl/ice water (1.2 l) and the resultant cream colored solid was isolated by filtration and washed with water. Chromatography on silica gel, with 97:3; dichloromethane:ether, afforded 1-iodo-4-[4'-(1,1-dioxothiomorpholino)phenoxy] butane, II (13.4 g, 74%). Mp. 119-121° C.

後処理

  1. temperaturethe reaction mixture was cooled
  2. filtrationfiltered
  3. washthe solid salts washed with acetonitrile
  4. additionThe filtrate was poured into dilute HCl/ice water (1.2 l)
  5. customthe resultant cream colored solid was isolated by filtration
  6. washwashed with water

出典と根拠

ORDレコード
ord-a7e1f9f5241e4c1ba0e41ada628eaba2
出典データセット
uspto-grants-2000_10
特許番号
US06140031

反応ノート

読み込み中…