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Water → 4-(2-(12-(Isopropylthio)dodecanoylamino)phenoxy)-butyric acid

HRID 1290704
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1290704
[CH:1]([S:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:18][C:19]1[CH:33]=[CH:32][CH:31]=[CH:30][C:20]=1[O:21][CH2:22][CH2:23][CH2:24][C:25]([O:27]CC)=[O:26])=[O:17])([CH3:3])[CH3:2].[OH-].[Na+].O>CO>[CH:1]([S:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:18][C:19]1[CH:33]=[CH:32][CH:31]=[CH:30][C:20]=1[O:21][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[O:17])([CH3:3])[CH3:2]
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Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 18796054Ethyl 4-(2-(12-(Isopropylthio)dodecanoylamino)-phenoxy)-butyrate

Produkt 1

HCID 187956624-(2-(12-(Isopropylthio)dodecanoylamino)phenoxy)-butyric acidAusbeute 17,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A stirred solution of ester (7) (0.124 g, 0.258 mM) in methanol (10 mL) was treated at room temperature under a nitrogen atmosphere with 2.5N sodium hydroxide solution (0.6 mL). Methanol (2×2 mL) was used to clear the mixture, and the reaction allowed to continue until TLC analysis showed no ester remained. The filtered mixture was concentrated in vacuo and the residue obtained stirred with water (30 mL). After aging, the mixture was filtered (The cake is the sodium salt of the product (100 mg), and the stirred filtrate acidified with dilute hydrochloric acid, aged, filtered, washed with water and dried to give product 8 (0.02 g) as a white solid. M.P. 82°-84° C., with softening from 66° C.

Aufarbeitung

  1. concentrationThe filtered mixture was concentrated in vacuo
  2. customthe residue obtained
  3. filtrationthe mixture was filtered (The cake
  4. filtrationfiltered
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2d16e8b1d34048508d5b5ce1aa485c8f
Quelldatensatz
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05753641

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