Hydrochloric Acid → 4-(2-Hydroxyethyl)cyclohexan-1-one

HRID 45012

Reaktionsgleichung

Reaktionsgleichung von HRID 45012
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][OH:13])[CH2:7][CH2:6]2)OCC1.C1COCC1.Cl.C([O-])(O)=O.[Na+]>CC(C)=O>[OH:13][CH2:12][CH2:11][CH:8]1[CH2:9][CH2:10][C:5](=[O:1])[CH2:6][CH2:7]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 118054582-(1,4-Dioxaspiro(4.5)decan-8-yl)ethan-1-ol

Produkt 1

HCID 157003924-(2-Hydroxyethyl)cyclohexan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

2-(1,4-Dioxaspiro[4.5]dec-8-yl)ethanol (2.70 g, 0.0145 mol) was dissolved in acetone (10.00 mL) and THF (10.00 mL) and 6.00 M HCl (6.00 mL) was added. The reaction was stirred at 25° C. for 16 hours, neutralized with NaHCO3 solution and was then extracted with ethyl acetate. The organic extracts were washed with water, and with saturated NaCl, then dried (MgSO4) and concentrated in vacuo. The crude product was used in the next reaction without further purification. 1H NMR(CDCl3): 3.75 (m, 2H), 2.36 (m, 4H), 1.20-2.13 (m, 7H).

Aufarbeitung

  1. extractionwas then extracted with ethyl acetate
  2. washThe organic extracts were washed with water
  3. dry with materialwith saturated NaCl, then dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe crude product was used in the next reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-ab5b9732bfe747209e2c3cbda0178206
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541425B2

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