Diisopropylethylamine → 4'-[2-(Benzyloxymethoxy)ethyl]-2,2,2-trifluoroacetanilide

HRID 1006454

Reaktionsgleichung

Reaktionsgleichung von HRID 1006454
[OH:1][CH2:2][CH2:3][C:4]1[CH:16]=[CH:15][C:7]([NH:8][C:9](=[O:14])[C:10]([F:13])([F:12])[F:11])=[CH:6][CH:5]=1.C(N(CC)C(C)C)(C)C.Cl[CH2:27][O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>O1CCCC1.ClCCl>[CH2:29]([O:28][CH2:27][O:1][CH2:2][CH2:3][C:4]1[CH:16]=[CH:15][C:7]([NH:8][C:9](=[O:14])[C:10]([F:12])([F:13])[F:11])=[CH:6][CH:5]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Komponenten

6

Edukt 3

HCID 81531DiisopropylethylamineHCID 137983Benzyl chloromethyl etherHCID 140791032,2,2-Trifluoro-N-[4-(2-hydroxyethyl)phenyl]acetamide

Produkt 1

HCID 226719434'-[2-(Benzyloxymethoxy)ethyl]-2,2,2-trifluoroacetanilide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 4′-(2-hydroxyethyl)-2,2,2-trifluoroacetanilide (5.9 g) in tetrahydrofuran (20 ml) and dichloromethane (20 ml) were added N,N-diisopropylethylamine (5.7 ml) and benzyl chloromethyl ether (3.9 ml) under ice-cooling, and the mixture was stirred for 24 hours at room temperature. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate. Removal of the solvent under reduced pressure gave 4′-[2-(benzyloxymethoxy)ethyl]-2,2,2-trifluoroacetanilide (9.7 g).

Aufarbeitung

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customRemoval of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4747734e55d94db39ad7b3f4b52ddef0
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06790865B2

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