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Sodium Chloride → Allyl 4-(4-hydroxy3-methoxycinnamoyl)-1-methyl-1-cyclohexanecarboxylate

HRID 2225496
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2225496
Cl.CO.[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:26]=[CH:27][C:28]=1[O:29]C1CCCCO1)[CH:9]=[CH:10][C:11]([CH:13]1[CH2:18][CH2:17][C:16]([CH3:25])([C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20])[CH2:15][CH2:14]1)=[O:12].[Cl-].[Na+]>CO>[OH:29][C:28]1[CH:27]=[CH:26][C:8]([CH:9]=[CH:10][C:11]([CH:13]2[CH2:14][CH2:15][C:16]([CH3:25])([C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20])[CH2:17][CH2:18]2)=[O:12])=[CH:7][C:6]=1[O:5][CH3:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 5234Sodium ChlorideHCID 21893726Hydrochloride methanolHCID 67758353Allyl 4-[3-methoxy-4-(2-tetrahydropyranyloxy)cinnamoyl]-1-methyl-1-cyclohexanecarboxylate

Produkt 1

HCID 54322730Allyl 4-(4-hydroxy3-methoxycinnamoyl)-1-methyl-1-cyclohexanecarboxylateAusbeute 95,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

10 ml of 2N hydrochloric acid - methanol was added to a solution of 1.1 g of allyl 4-[3-methoxy-4-(2-tetrahydropyranyloxy)cinnamoyl]-1-methyl-1-cyclohexanecarboxylate (Example 38) in 30 ml of methanol. The solution was stirred for 0.5 hours at room temperature. After reaction, 100 ml of an aqueous sodium chloride solution was added to the reaction solution. The solution was extracted three times with 50 ml of ethyl acetate. The organic layer obtained was washed twice with an aqueous sodium chloride solution and dried over magnesium sulfate. Thereafter, the solvent was removed in vacuo, yielding 0.85 g of allyl 4-(4-hydroxy3-methoxycinnamoyl)-1-methyl-1-cyclohexanecarboxylate (a compound of the present invention) as a pale yellow oil, which had the following physiochemical properties:

Aufarbeitung

  1. additionwas added to the reaction solution
  2. extractionThe solution was extracted three times with 50 ml of ethyl acetate
  3. customThe organic layer obtained
  4. washwas washed twice with an aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. customThereafter, the solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-922eba9c5f6f4ce2bbf7b5b3bc215f62
Quelldatensatz
uspto-grants-1994_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05344845

Notizen zur Reaktion

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