Methyl 3,3-dimethyl-4-pentenoate → 3-Methyl-3-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-butyric acid methyl ester

HRID 1245388

Reaktionsgleichung

Reaktionsgleichung von HRID 1245388
[CH3:1][O:2][C:3](=[O:10])[CH2:4][C:5]([CH3:9])([CH3:8])[CH:6]=[CH2:7].[CH3:11][C:12]1[CH:21]=[C:20]([CH2:22][O:23][C:24]2[CH:32]=[CH:31][C:27]([CH:28]=[N:29][OH:30])=[CH:26][CH:25]=2)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1>>[CH3:1][O:2][C:3](=[O:10])[CH2:4][C:5]([CH3:9])([CH:6]1[O:30][N:29]=[C:28]([C:27]2[CH:26]=[CH:25][C:24]([O:23][CH2:22][C:20]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]=[C:12]([CH3:11])[CH:21]=3)=[CH:32][CH:31]=2)[CH2:7]1)[CH3:8]

Komponenten

3

Edukt 2

HCID 114129Methyl 3,3-dimethyl-4-pentenoateHCID 738530794-(2-Methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime

Produkt 1

HCID 696397723-Methyl-3-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-butyric acid methyl esterAusbeute 100 %

Versuchsvorschrift

Following a procedure analogous to that used in Example step 1c, but using 3,3-dimethyl-pent-4-enoic acid methyl ester and 4-(2-methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime from step 1b, the crude reaction was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give 3-methyl-3-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-butyric acid methyl ester (0.14 g, 100%) as a crude oil. MS found: (M+H)+=433.

Aufarbeitung

  1. customthe crude reaction
  2. customwas partitioned between ethyl acetate and water
  3. washthe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b07f9fd71de443e99d9ad915d13ceec6
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07125870B2

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