Hydrochloric Acid → Methyl 12-hydroxydodecanoate

HRID 376818

Reaktionsgleichung

Reaktionsgleichung von HRID 376818
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].Cl.[CH3:17]O>>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:17])=[O:14]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 7903412-Hydroxydodecanoic Acid

Produkt 1

HCID 522424Methyl 12-hydroxydodecanoateAusbeute 90 %

Reaktionsbedingungen

Temperatur
22 °C

Versuchsvorschrift

12-Hydroxydodecanoic acid (10.82 g, 50 mmol) was added to 3% HCl in CH3OH (210 ml). The reaction was stirred at 22° C. for 3.5 hours and concentrated on a rotary evaporator. The residue was taken up in ethyl acetate (200 ml) and washed with 1M K2CO3 (2×150 ml), and once with saturated aqueous NaCl (150 ml), dried over Na2SO4, concentrated and vacuum distilled to yield 10.3 g of methyl 12-hydroxydodecanoate in 90% yield; mp 33.5-35.0° C., 1H NMR (CDCl3) delta 3.66 (s, 3H), 3.62 (t, 2H), 2.88 (t, 2H), 1.28 (br s, 18H).

Aufarbeitung

  1. concentrationconcentrated on a rotary evaporator
  2. washwashed with 1M K2CO3 (2×150 ml)
  3. dry with materialonce with saturated aqueous NaCl (150 ml), dried over Na2SO4
  4. concentrationconcentrated
  5. distillationvacuum distilled

Quellen und Nachweise

ORD-Eintrag
ord-4478be1caad24f579f8fc10b2be823e7
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06022714

Verknüpfte Notizen

Wird geladen…