Trifluoroacetic acid → HCID 21301010, Verbindung

HRID 49983

Reaktionsgleichung

Reaktionsgleichung von HRID 49983
C(O)(C(F)(F)F)=O.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][N:17]([CH2:23]OC)[CH2:18][Si](C)(C)C)=[CH:11][CH:10]=1.[Cl:26][C:27]1[CH:28]=[C:29]([N:34]2[C:38](=[O:39])[CH2:37][CH2:36][C:35]2=[O:40])[CH:30]=[C:31]([Cl:33])[CH:32]=1>C(Cl)Cl>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][N:17]2[CH2:18][CH:37]3[C:38](=[O:39])[N:34]([C:29]4[CH:28]=[C:27]([Cl:26])[CH:32]=[C:31]([Cl:33])[CH:30]=4)[C:35](=[O:40])[CH:36]3[CH2:23]2)=[CH:13][CH:14]=1

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 90363DimethachlonHCID 213010074-Chloro-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]benzeneethanamine

Produkt 1

HCID 21301010HCID 21301010, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To prepare the compound of formula (Im), wherein R11 is chloro and m is 2, TFA (32 μl, 0.41 mmol) was added to an ice-cooled mixture of 4-chloro-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]benzeneethanamine (1.5 g, 5.25 mmol) (Preparation 14) and N-(3,5-dichlorophenyl)succinimide (1 g, 4.13 mmol, prepared according to Fujinami et al., Agr. Biol. Chem. [1972], p. 318, incorporated herein by reference) in methylene chloride (10 mL). The reaction mixture was allowed to warm to RT over 3 h. The solution was washed with ammonium hydroxide. The organic layer was dried over MgSO4 and concentrated in vacuo to afford after chromatography over silica gel (CH2Cl2) the above-referenced compound as a white solid (1.56 g). Mp=115° C. 1H NMR (CDCl3): 7.40 (1H, br s), 7.15-7.35 (4H, m), 7.07 (2H, d, J=8.3 Hz), 3.4-3.5 (2H, m), 3.3-3.4 (2H, m), 2.55-2.8 (4H, m), 2.35-2.5 (2H, m).

Aufarbeitung

  1. customTo prepare the compound of formula (Im), wherein R11
  2. temperaturecooled
  3. customprepared
  4. washThe solution was washed with ammonium hydroxide
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-baad0f8c5728421b9d32f6e582adfc5c
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710064B2

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