Butylamine → N-butyl-2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetamide

HRID 877949Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 877949
[OH:1][CH2:2][C@H:3]1[O:8][C:7]([CH3:10])([CH3:9])[O:6][C@@H:5]([CH2:11][C:12]([O:14]C)=O)[CH2:4]1.[CH2:16]([NH2:20])[CH2:17][CH2:18][CH3:19]>>[CH2:16]([NH:20][C:12](=[O:14])[CH2:11][C@H:5]1[CH2:4][C@@H:3]([CH2:2][OH:1])[O:8][C:7]([CH3:9])([CH3:10])[O:6]1)[CH2:17][CH2:18][CH3:19]

Komponenten

3

Edukt 2

HCID 8007ButylamineHCID 10560752methyl 2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Produkt 1

HCID 53339170N-butyl-2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetamide

Versuchsvorschrift

A mixture of methyl 2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (110 grams) and n-butylamine (370 grams) was heated to reflux and stirred. After completion of the reaction, the reaction mixture was distilled under reduced pressure. Water (500 ml) was added to the obtained residue followed by sodium bicarbonate and washed it with petroleum ether. The reaction mixture was extracted into methylene chloride. The solvent from the reaction mixture was distilled off under reduced pressure to get the title compound.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux
  3. customAfter completion of the reaction
  4. distillationthe reaction mixture was distilled under reduced pressure
  5. additionWater (500 ml) was added to the obtained residue
  6. washwashed it with petroleum ether
  7. extractionThe reaction mixture was extracted into methylene chloride
  8. distillationThe solvent from the reaction mixture was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2e393813214042aab9676ad8c8785296
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987444B2

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