Benzyltrimethylammonium hydroxide → C8F17CH2CH2Sch2CH(CH3)conhch2CH2CH2N(CH3)2

HRID 866350

Reaktionsgleichung

Reaktionsgleichung von HRID 866350
[CH2:1]([C:4]([F:28])([F:27])[C:5]([F:26])([F:25])[C:6]([F:24])([F:23])[C:7]([F:22])([F:21])[C:8]([F:20])([F:19])[C:9]([F:18])([F:17])[C:10]([F:16])([F:15])[C:11]([F:14])([F:13])[F:12])[CH2:2][SH:3].[CH3:29][N:30]([CH3:40])[CH2:31][CH2:32][CH2:33][NH:34][C:35](=[O:39])[C:36]([CH3:38])=[CH2:37].[OH-].C([N+](C)(C)C)C1C=CC=CC=1>CO>[C:4]([CH2:1][CH2:2][S:3][CH2:38][CH:36]([C:35]([NH:34][CH2:33][CH2:32][CH2:31][N:30]([CH3:40])[CH3:29])=[O:39])[CH3:37])([C:5]([C:6]([C:7]([C:8]([C:9]([C:10]([C:11]([F:14])([F:13])[F:12])([F:16])[F:15])([F:17])[F:18])([F:19])[F:20])([F:21])[F:22])([F:23])[F:24])([F:25])[F:26])([F:27])[F:28]

Komponenten

5

Edukt 3

HCID 66854Benzyltrimethylammonium hydroxideHCID 78882N-(3-(Dimethylamino)propyl)methacrylamideHCID 5427551,1,2,2-Tetrahydroperfluorodecanethiol

Produkt 1

HCID 20320678C8F17CH2CH2Sch2CH(CH3)conhch2CH2CH2N(CH3)2Ausbeute 78,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolKatalysator

Versuchsvorschrift

1,1,2,2-Tetrahydroperfluorodecanethiol (12.04 g, 0.025 mole), N-(3-dimethylaminopropyl)methacrylamide (3.88 g, 0.023 mole), and benzyltrimethylammonium hydroxide in methanol (4 drops) were heated overnight at 70° C. The resultant mixture was stripped of volatiles and distilled at 150°/≠0.1 mm Hg to yield 11.7 g of pale-yellow liquid (78.1% theory) which subsequently crystallized to a solid, m.p. 47°-50° C. NMR showed proton resonances at δ1.05, 3 protons, CH CH3 ; δ1.55, 2 protons, NHCH2CH2CH2N(CH3)2 ; δ2.10, 6 protons, 2 × NCH3 ; δ2.00-δ2.80, 10 protons, CF2CH2CH2SCH2 + NHCH2CH2CH2N; δ3.05; 1 proton, CH(CH3)CO; δ7.50, 1 proton, NH.

Aufarbeitung

  1. distillationdistilled at 150°/≠0.1 mm Hg

Quellen und Nachweise

ORD-Eintrag
ord-b298a312e2794f228da4bfd48b812710
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04098811

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