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

HRID 359806노트

반응식

HRID 359806 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-5aa3dced278e4759b120ea8c5578990f
출처 데이터셋
uspto-grants-1991_03
특허 번호
US05002960

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