Acetone → 6-Bromo-1,2,3,4-tetrahydroquinoline-N-propanesulphonic acid

HRID 231035

反応式

HRID 231035 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH2:7][CH2:6][CH2:5]2.CC(C)=O.[CH2:16]1[S:20](=[O:22])(=[O:21])[O:19][CH2:18][CH2:17]1>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:18][CH2:17][CH2:16][S:20]([OH:22])(=[O:21])=[O:19])[CH2:7][CH2:6][CH2:5]2

参加物

5

反応物 3

HCID 180Acetone3 回HCID 14264Propane sultone2 回HCID 47150296-Bromo-1,2,3,4-tetrahydroquinoline

生成物 1

HCID 200343806-Bromo-1,2,3,4-tetrahydroquinoline-N-propanesulphonic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

4.2 g of the 6-bromo-1,2,3,4-tetra-hydroquinoline obtained according to a) above were dissolved in 0 ml. acetone and, while stirring at 50° C., 2.44 g. molten propane-1,3-sultone, dissolved in 20 ml. acetone, were added dropwise within the course of 30 minutes. After boiling under reflux for 24 hours, a further 2.44 g. molten propanesultone, dissolved in 20 ml. acetone, were added dropwise under the same conditions. After boiling under reflux for 48 hours, the reaction mixture was subjected to column chromatography (silica gel; elution agent chloroform/methanol=1/1 v/v; 25 ml. fractions); fractions 6-10 were evaporated in a vacuum at 35° C., the 1.8 g. of red-brown residue obtained was stirred with about 20 ml. methanol and 1.05 g of sand-coloured crystals were obtained; m.p. 217° C. (decomp.).

後処理

  1. dissolutionabove were dissolved in 0 ml
  2. temperatureunder reflux for 24 hours
  3. temperatureunder reflux for 48 hours
  4. washthe reaction mixture was subjected to column chromatography (silica gel; elution agent chloroform/methanol=1/1 v/v; 25 ml. fractions)
  5. customfractions 6-10 were evaporated in a vacuum at 35° C.
  6. customof red-brown residue obtained

出典と根拠

ORDレコード
ord-22d7a5074a3a4ebaaab61baf7d5c1fee
出典データセット
uspto-grants-1989_07
特許番号
US04845030

関連ノート

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