Lactic Acid → HCID 86662333, Verbindung

HRID 921990

Reaktionsgleichung

Reaktionsgleichung von HRID 921990
[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[OH-].[CH2:8]([P+:12]([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:13][CH2:14][CH2:15][CH3:16])[CH2:9][CH2:10][CH3:11]>CC(C)=O>[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[CH2:21]([P+:12]([CH2:8][CH2:9][CH2:10][CH3:11])([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:17][CH2:18][CH2:19][CH3:20])[CH2:22][CH2:23][CH3:24].[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3]

Komponenten

4

Edukt 2

HCID 612Lactic AcidHCID 84487Phosphonium, tetrabutyl-, hydroxide (1:1)

Produkt 1

HCID 86662333HCID 86662333, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Lactic acid (5-15 mmol) and tetrabutylphosphonium hydroxide (˜40% sol. in H2O) (3.414 g, 5 mmol) were dissolved in 20 ml of acetone and stirred for 15 min at room temperature. The solvent was evaporated and the remaining viscous liquid was dried at 0.1 mbar with stirring for 24 hrs. 1H-NMR (300 MHz, d6-DMSO) δ(ppm)=3.84 (br s, 1H), 3.44 (q, J=6.7 Hz, 1H), 2.18 (m, 8H), 1.41 (m, 16H), 1.05 (d, J=7.2 Hz, 3H), 0.91 (t, J=6.7 Hz, 12H). 31P-NMR (121.5 MHz, d6-DMSO) δ(ppm)=35.0. 13C-NMR (75 MHz, d6-DMSO) δ(ppm)=176.8, 67.3, 23.72 (d, J=15.5 Hz), 23.01 (d, J=4.7 Hz), 21.91, 17.70 (d, J=47.9 Hz), 13.62 (s).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe remaining viscous liquid was dried at 0.1 mbar
  3. stirringwith stirring for 24 hrs

Quellen und Nachweise

ORD-Eintrag
ord-e9c6d42dd0644bca9bd18c739c33c49e
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278134B2

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