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Sodium Hydroxide → 7-(3-Thienyl)-2,3-dihydro-1-benzoxepine-4-carboxylic acid

HRID 1388022
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1388022
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[CH:8][C:9]3[O:15][CH2:14][CH2:13][C:12]([C:16]([O:18]C)=[O:17])=[CH:11][C:10]=3[CH:20]=2)=[CH:2]1.[OH-].[Na+]>C1COCC1.CO>[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[CH:8][C:9]3[O:15][CH2:14][CH2:13][C:12]([C:16]([OH:18])=[O:17])=[CH:11][C:10]=3[CH:20]=2)=[CH:2]1
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Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 18472510Methyl 7-(3-thienyl)-2,3-dihydro-1-benzoxepine-4-carboxylate

Produkt 1

HCID 184722287-(3-Thienyl)-2,3-dihydro-1-benzoxepine-4-carboxylic acidAusbeute 86,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In THF (24 ml) and methanol (6 ml) was dissolved methyl 7-(3-thienyl)-2,3-dihydro-1-benzoxepine-4-carboxylate (610 mg), and to the mixture was added 1N sodium hydroxide (12 ml). The mixture was stirred at room temperature for 3 hours. Under reduced pressure, the organic solvent was removed, and to the residue was added ethyl acetate. The mixture was extracted with water, and to the aqueous layer was added 6N hydrochloric acid to make the solution pH 4-5, which was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was removed to give 7-(3-thienyl)-2,3-dihydro-1-benzoxepine-4-carboxylic acid (500 mg).

Aufarbeitung

  1. customUnder reduced pressure, the organic solvent was removed
  2. additionto the residue was added ethyl acetate
  3. extractionThe mixture was extracted with water
  4. additionto the aqueous layer was added 6N hydrochloric acid
  5. extractionwas extracted with ethyl acetate
  6. washwashed with saturated brine
  7. dry with materialdried with magnesium sulfate
  8. customUnder reduced pressure, the solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-d6d430d279034b4390c94df7b7d7d653
Quelldatensatz
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06268354B1

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