Benzaldehyde → [2-Phenyl-3-(4-phenylbutan-2-yl)-1,3-oxazolidin-5-yl]methanol

HRID 1722026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1722026
[C:1]1([CH2:7][CH2:8][CH:9]([NH:11][CH2:12][CH:13]([OH:16])[CH2:14][OH:15])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(O)(=O)C1C=CC=CC=1>C1(C)C=CC=CC=1>[C:18]1([CH:17]2[N:11]([CH:9]([CH3:10])[CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:12][CH:13]([CH2:14][OH:15])[O:16]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 243Benzoic AcidHCID 51955603-(1-Phenyl-3-butyl)amino-1,2-propanediol

Produkt 1

HCID 53876813[2-Phenyl-3-(4-phenylbutan-2-yl)-1,3-oxazolidin-5-yl]methanolAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 94 (24 g, 0.108 mol), toluene, benzaldehyde (40 ml) and benzoic acid (0.5 g) was heated at reflux with a Dean-Stark trap. After 1 hour, the theoretical amount of H2O was collected, the reaction cooled to room temperature and saturated Na2CO3 added. The aqueous layer was separated and washed with CHCl3 (3X). The combined extracts were dried, filtered and concentrated to dryness to yield 34 g (100%) of 95.

Aufarbeitung

  1. temperatureat reflux with a Dean-Stark trap
  2. customthe theoretical amount of H2O was collected
  3. additionsaturated Na2CO3 added
  4. customThe aqueous layer was separated
  5. washwashed with CHCl3 (3X)
  6. customThe combined extracts were dried
  7. filtrationfiltered
  8. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-e6ffced05b2046e69b4f02e0ca263b05
Quelldatensatz
uspto-grants-1989_08
Patentnummer
US04853383

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