Methyl iodide → HCID 54225997, Verbindung

HRID 1277337Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1277337
[S:1]1[CH2:6][CH2:5][CH2:4][S:3][CH:2]1[CH:7]=[O:8].[CH:9]([N-]C(C)C)(C)C.[Li+].C(NC(C)C)(C)C.C([Li])CCC.[CH2:29]([O:31][C:32](=[O:39])[CH:33]=[CH:34][C:35]([F:38])([F:37])[F:36])[CH3:30].CI.[Cl-].[NH4+]>O1CCCC1>[CH2:29]([O:31][C:32](=[O:39])[CH:33]([CH3:9])[CH:34]([C:2]1([CH:7]=[O:8])[S:3][CH2:4][CH2:5][CH2:6][S:1]1)[C:35]([F:37])([F:38])[F:36])[CH3:30]

Komponenten

9

Edukt 7

HCID 6328Methyl iodideHCID 7912DiisopropylamineHCID 25517Ammonium ChlorideHCID 141226Ethyl 4,4,4-trifluorobut-2-enoateHCID 6379761,3-dithiane-2-carboxaldehydeHCID 2724682Lithium diisopropylamideHCID 178418339Butyllithium

Produkt 1

HCID 54225997HCID 54225997, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 1.47 g (10 mMole) of 1,3-dithiane-2-carboxaldehyde in 10 ml of tetrahydrofuran is added to lithium diisopropylamide, prepared from diisopropylamine (1.01 g, 10 mMole) and butyllithium (4.8 ml of a 2.1 M solution, 10 mM) in 20 ml of tetrahydrofuran at -70° C. To the solution is added 1.60 g (9.5 mMole) of 3-trifluoromethylacrylic acid ethyl ester in 5 ml of tetrahydrofuran and the reaction mixture is stirredat -70° C. for 30 minutes after which 1.3 g (10 mMole) of methyl iodide is added and the mixture is maintained at 0° C. for 15 hoursthen poured into aqueous ammonium chloride and extracted with ether. The ether solution is dried and evaporated to give the title compound.

Aufarbeitung

  1. extractionextracted with ether
  2. dry with materialThe ether solution is dried
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-35d56d23766d46369a92ab7f9973ecc1
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04277395

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