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

HRID 1387941
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1387941
[F:1][C:2]([F:27])([F:26])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[O:19][CH2:18][CH2:17][C:16]([C:20]([O:22]CC)=[O:21])=[CH:15][C:14]=3[CH:25]=2)=[CH:6][CH:5]=1.[OH-].[Na+]>O1CCCC1CCO>[F:27][C:2]([F:1])([F:26])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[O:19][CH2:18][CH2:17][C:16]([C:20]([OH:22])=[O:21])=[CH:15][C:14]=3[CH:25]=2)=[CH:6][CH:5]=1
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 18472320Ethyl 7-(4-trifluoromethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxylate

Produkt 1

HCID 184724787-(4-Trifluoromethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxylic acidAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 119895722-(Oxolan-2-yl)ethan-1-olLösungsmittel

Versuchsvorschrift

To a solution of ethyl 7-(4-trifluoromethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxylate (323.9 mg) in tetrahydrofuran-ethanol (5-5 ml) was added 1N sodium hydroxide (2.0 ml) at room temperature, and the mixture was stirred for 5 days and concentrated under reduced pressure. To the residue 1N hydrochloric acid (5 ml) was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated. The resulting crystal was collected by filtration to give 7-(4-trifluoromethoxyphenyl)-2,3-dihydro-1-benzoxepine-4-carboxylic acid (282 mg) as colorless crystals.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. additionTo the residue 1N hydrochloric acid (5 ml) was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated sodium chloride solution
  5. dry with materialdried with magnesium sulfate
  6. concentrationconcentrated
  7. filtrationThe resulting crystal was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-0ce9ae1fe45b4cec9f85704a9e8e529a
Quelldatensatz
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06268354B1

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