Nitromethane → Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoate

HRID 1360157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1360157
[CH2:1]([O:3][C:4](=[O:11])[CH:5]=[CH:6][C:7]([F:10])([F:9])[F:8])[CH3:2].CN(C)C(N(C)C)=N.[N+:20]([CH3:23])([O-:22])=[O:21]>C(OC(=O)CC(C)=O)C>[CH2:1]([O:3][C:4](=[O:11])[CH2:5][CH:6]([CH2:23][N+:20]([O-:22])=[O:21])[C:7]([F:9])([F:10])[F:8])[CH3:2]

Komponenten

5

Edukt 3

HCID 6375NitromethaneHCID 664601,1,3,3-TetramethylguanidineHCID 141226Ethyl 4,4,4-trifluorobut-2-enoate

Produkt 1

HCID 268363Ethyl 4,4,4-trifluoro-3-(nitromethyl)butanoateAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8868Ethyl AcetoacetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1.0 g (5.94 mmol) of 4,4,4-trifluoro-2-butenoic acid ethyl ester and 0.15 mL (1.19 mmol) of 1,1,3,3-tetramethyl guanidine and 1.6 mL (29.8 mmol) of nitromethane were mixed. The resulting mixture was cooled to 0° C. and then stirred for 3 hours at room temperature, followed by addition of 100 mL of ethylacetoacetate. The reaction mixture was washed with water, and then an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1.1 g (4.80 mmol) of the title compound in a yield of 81%.

Aufarbeitung

  1. washThe reaction mixture was washed with water
  2. dry with materialan organic layer was dried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ebabf3d7f64247c4a01f2fcabda03b19
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879848B2

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