Hydrogen Bromide → 4-(6-bromohexyloxy)-N-(2-hydroxyethyl)benzamide

HRID 359806ノート

反応式

HRID 359806 の反応式
[OH:1][CH2:2][CH2:3][NH2:4].[Br:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1.Br>CN(C)C=O.C1(C)C=CC=CC=1.O>[Br:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:4][CH2:3][CH2:2][OH:1])=[O:18])=[CH:15][CH:14]=1

参加物

7

反応物 3

HCID 260Hydrogen BromideHCID 700EthanolamineHCID 200639874-(6-Bromohexyloxy)benzoyl chloride

生成物 1

HCID 200640874-(6-bromohexyloxy)-N-(2-hydroxyethyl)benzamide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 300 ml of 2-hydroxyethylamine in 1.2 liter of dimethylformamide at 0° C. was added dropwise 450 ml of 4-(6-bromohexyloxy)benzoyl chloride in 50 ml of toluene over a 30 minute period. After an additional 30 minutes of stirring, 48% hydrobromic acid (about 200 ml) was added until the pH reached 5-5.5, and the mixture was diluted with 1200 ml of water and extracted with isopropyl acetate (total of 2500 ml). The extracts were washed with water and saturated sodium chloride solution, filtered, and concentrated to a volume of about 1 liter. The mixture was cooled and the solid which separated was collected by filtration and dried at 40° C. to give 332.7 g of 4-(6-bromohexyloxy)-N-(2-hydroxyethyl)benzamide.

後処理

  1. extractionextracted with isopropyl acetate (total of 2500 ml)
  2. washThe extracts were washed with water and saturated sodium chloride solution
  3. filtrationfiltered
  4. concentrationconcentrated to a volume of about 1 liter
  5. temperatureThe mixture was cooled
  6. customthe solid which separated
  7. filtrationwas collected by filtration
  8. customdried at 40° C.

出典と根拠

ORDレコード
ord-5aa3dced278e4759b120ea8c5578990f
出典データセット
uspto-grants-1991_03
特許番号
US05002960

反応ノート

読み込み中…