m-Chloroperbenzoic acid → 2-Chloro-5-[3-(3-hydroxypropylsulfonyl)propoxy]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

HRID 2085642Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2085642
ClC1C=C(C=CC=1)C(OO)=O.[Cl:12][C:13]1[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH2:35][CH2:36][S:37][CH2:38][CH2:39][CH2:40][OH:41])=[CH:29][C:14]=1[C:15]([NH:17][CH2:18][C:19]12[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:27][CH:21]([CH2:22]3)[CH2:20]1)[CH2:26]2)=[O:16].[OH-:42].[Ca+2].[OH-:44]>ClCCl>[Cl:12][C:13]1[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH2:35][CH2:36][S:37]([CH2:38][CH2:39][CH2:40][OH:41])(=[O:44])=[O:42])=[CH:29][C:14]=1[C:15]([NH:17][CH2:18][C:19]12[CH2:20][CH:21]3[CH2:27][CH:25]([CH2:24][CH:23]([CH2:22]3)[CH2:28]1)[CH2:26]2)=[O:16]

Komponenten

5

Edukt 3

HCID 70297m-Chloroperbenzoic acidHCID 6093208Calcium HydroxideHCID 102259552-Chloro-5-[3-(3-hydroxypropylthio)propoxy]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

Produkt 1

HCID 227314902-Chloro-5-[3-(3-hydroxypropylsulfonyl)propoxy]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamideAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-Chloroperoxybenzoic acid (0.14 g, 70%) was added to a solution of 2-chloro-5-[3-(3-hydroxypropylthio)propoxy]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (Example 10, 0.1 g) in dichloromethane (10 ml). After 1 hour calcium hydroxide (0.1 g) was added and stirring continued for a further 30 min. The reaction mixture was dried (MgSO4), filtered through celite and concentrated. The residue was triturated with ethanol to leave the title compound as a white solid (0.030 g).

Aufarbeitung

  1. dry with materialThe reaction mixture was dried (MgSO4)
  2. filtrationfiltered through celite
  3. concentrationconcentrated
  4. customThe residue was triturated with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-4be6368b7f4c4b4d9a7e57dae3e5a769
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06720452B2

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