Hydrochloric Acid → HCID 15020141, Verbindung

HRID 1898782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1898782
[OH-].[Na+].[C:3]([O:18]CC)(=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][S:11][CH2:12][CH2:13][O:14][CH2:15][CH3:16].Cl>CO>[C:3]([OH:18])(=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][S:11][CH2:12][CH2:13][O:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15020144HCID 15020144, Verbindung

Produkt 1

HCID 15020141HCID 15020141, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

NaOH (1M, 24 mL, 24 mmol) was added to a solution of the above ethyl 9-thia-12-oxatetradecanoate. (6.8 mmol) in MeOH (20 mL). After stirring for 7 h, the reaction mixture was acidified with 10% HCl (pH 1) and extracted with ethyl acetate (2×100 mL). The organic phase was washed with water (50 mL), brine (50 mL), and dried (Na2SO4). The crude product was recrystallized from hexane to afford the title compound, 9-thia-12-oxatetradecanoic acid; yield 92%; bp 134°-136° C./0.005 torr; IR (neat): 3000 (broad) and 1735 cm-1NMR: 1.23 (3H, t, J=7.2 Hz), 1.28-1.46 (6H, m), 1.53-1.68 (4H, m), 2.35 (2H, t, J=7.3 Hz), 2.54 (2H, t, J=7.1 Hz), 2.70 (2H, t, J=7.1 Hz), 3.52 (2H, q, J=7.2 Hz), 3.60 (2H, t, J=6.9 Hz), and 8.85 ppm (1H, br s); Found: C, 57.96, H, 9.77%. Calcd for C12H24SO3 : C, 58.03, H, 9.74%.

Aufarbeitung

  1. extractionextracted with ethyl acetate (2×100 mL)
  2. washThe organic phase was washed with water (50 mL), brine (50 mL)
  3. dry with materialdried (Na2SO4)
  4. customThe crude product was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-d6d4679542854f5faefb0019b4f58361
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05571689

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