Hydrochloric Acid → 1-{[(Benzyloxy)imino]methyl}cyclopentane-1-carboxylic acid

HRID 2055166Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2055166
C[O:2][C:3]([C:5]1([CH:10]=[N:11][O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[OH-].[Na+].Cl>C1COCC1.CO.O>[CH2:13]([O:12][N:11]=[CH:10][C:5]1([C:3]([OH:4])=[O:2])[CH2:9][CH2:8][CH2:7][CH2:6]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 866064701-(Benzyloxyimino-methyl)-cyclopentanecarboxylic acid methyl ester

Produkt 1

HCID 714169871-{[(Benzyloxy)imino]methyl}cyclopentane-1-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 1-(benzyloxyimino-methyl)-cyclopentanecarboxylic acid methyl ester (2.26 g, 8.65 mmol) and sodium hydroxide (1.0 g, 25.9 mmol) in THF (15 mL), methanol (15 mL) and water (5 mL) was stirred at room temperature for 18 h. The reaction mixture was acidified to pH 4 with 3N aqueous HCl and was extracted with dichloromethane (50 mL×3). The combined organic layers were dried (MgSO4) and were evaporated in vacuo to yield the title compound as a pale yellow oil. (1.91 g, 89%). MH+248.

Aufarbeitung

  1. extractionwas extracted with dichloromethane (50 mL×3)
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. customwere evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d2e6b50150e346809d5cdd9ffbd0b5af
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07332485B2

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