3-Hydroxyphenacyl bromide → N-[4-[2-[[6-[[2-(3-Hydroxyphenyl)-2-oxoethyl](phenylmethyl)amino]hexyl]oxy]ethyl]phenyl]acetamide

HRID 1165279

Reaktionsgleichung

Reaktionsgleichung von HRID 1165279
[C:1]1([CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:20][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:29][C:30]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([OH:38])[CH:33]=1)=[O:31]>ClCCl.O>[OH:38][C:34]1[CH:33]=[C:32]([C:30](=[O:31])[CH2:29][N:8]([CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:22][CH:23]=2)[CH:37]=[CH:36][CH:35]=1

Komponenten

5

Edukt 2

HCID 69172063-Hydroxyphenacyl bromideHCID 20062786N-[4-[2-[[6-[(phenylmethyl)amino]hexyl]oxy]ethyl]phenyl]acetamide

Produkt 1

HCID 19862714N-[4-[2-[[6-[[2-(3-Hydroxyphenyl)-2-oxoethyl](phenylmethyl)amino]hexyl]oxy]ethyl]phenyl]acetamideAusbeute 52,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of N-[4-[2-[[6-[(phenylmethyl)amino]hexyl]oxy]ethyl]phenyl]acetamide (1 g), 2-bromo-1-(3-hydroxyphenyl)ethanone (0.61 g) and DEA (0.8 g) in dichloromethane (20 ml) was stirred under nitrogen for 18 h, diluted with water (20 ml), and extracted with dichloromethane (25 ml). The organic layer was washed with 8% sodium bicarbonate solution (20 ml), dried and evaporated in vacuo to give the title compound as a yellow oil (0.71 g).

Aufarbeitung

  1. extractionextracted with dichloromethane (25 ml)
  2. washThe organic layer was washed with 8% sodium bicarbonate solution (20 ml)
  3. customdried
  4. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f68b0d3099ed4a979dc1a5cf721f00ee
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04908386

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