Methanol → HCID 178501285, Verbindung

HRID 713929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 713929
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.O=S(Cl)Cl.[CH3:15]O>>[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([O:10][CH3:15])=[O:9])[CH2:4][CH2:3]1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178525780HCID 178525780, Verbindung

Produkt 1

HCID 178501285HCID 178501285, VerbindungAusbeute 100 %

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of (trans)-4-hydroxycyclohexanecarboxylic acid (4.32 g, 30 mmol) in MeOH (20 mL) was added SOCl2 (7.08 g, 60 mmol, 2.0 eq) dropwise at rt. Then the mixture was stirred at 70° C. for 18 h, and the solvent was removed in vacuo to give the title compound as a colorless oil (4.74 g, yield: 100%). 1H NMR (400 MHz, DMSO-d6) δ: 4.33 (br, 1H), 3.68-3.60 (m, 1H), 3.57 (s, 3H), 2.37-2.31 (m, 1H), 1.82-1.74 (m, 2H), 1.53-1.45 (m, 6H).

Aufarbeitung

  1. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-97a3bdc1a2e44e87806910f7c847dee5
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09186367B2

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