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Oxalyl chloride → Ethyl 6-[o-[p-(4-phenylbutoxy)benzamido]phenyl]hexanate

HRID 1197092
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1197092
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CCCCOC2C=CC(C(O)=O)=CC=2)C=CC=CC=1.C(Cl)(=O)C(Cl)=O.[NH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][C:59]([O:61][CH2:62][CH3:63])=[O:60]>C(Cl)Cl.N1C=CC=CC=1>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([NH:47][C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][C:59]([O:61][CH2:62][CH3:63])=[O:60])=[O:17])=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
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Komponenten

7

Edukt 4

HCID 65578Oxalyl chlorideHCID 110438254-(4-Phenylbutoxy)benzoic AcidHCID 11055348Benzoyl chloride, 4-(4-phenylbutoxy)-HCID 19882678Ethyl 6-(o-aminophenyl)hexanate

Produkt 1

HCID 19882682Ethyl 6-[o-[p-(4-phenylbutoxy)benzamido]phenyl]hexanate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049
Pyridine
Lösungsmittel
HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of p-(4-phenylbutoxy)benzoyl chloride prepared from 1 g of p-(phenylbutoxy)benzoic acid and 2 ml of oxalyl chloride in methylene chloride was added to a solution of 0.6 g of ethyl 6-(o-aminophenyl)hexanate obtained in Reference Example 17 in 10 ml of pyridine at temperature less than -30° C. The mixture was stirred at room temperature overnight and concentrated under reduced pressure. Toluene was added to the residue. The mixture was washed with diluted hydrochloric acid and then with water and dried over anhydrous magnesium sulfate. The systems was concentrated under reduced pressure to obtain 1.0 g of oily ethyl 6-[o-[p-(4-phenylbutoxy)benzamido]phenyl]-hexanate.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. additionToluene was added to the residue
  3. washThe mixture was washed with diluted hydrochloric acid
  4. dry with materialwith water and dried over anhydrous magnesium sulfate
  5. concentrationThe systems was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bc855de65d1a4d9fa5c4303a1573a0fb
Quelldatensatz
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05116853

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