Hydrochloric Acid → Ethyl 3-(4-biphenylylthio)lactate

HRID 224695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 224695
[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][C:4]([S:7][CH2:8][C:9](=[O:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:3][CH:2]=1.[BH4-].[Na+].O.Cl>C(O)(C)C>[C:1]1([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:6]=[CH:5][C:4]([S:7][CH2:8][CH:9]([OH:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:3][CH:2]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 23332069HCID 23332069, Verbindung

Produkt 1

HCID 23332067Ethyl 3-(4-biphenylylthio)lactateAusbeute 24,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a stirred suspension of ethyl 3-(4-biphenylylthio)-2-oxopropionate (1.44 g, 0.0048 mole) in isopropanol (24 ml) was added sodium borohydride (0.18 g, 0.0048 mole). After 2 hrs., water (75 ml) and 2 N HCl (0.5 ml) were added. The mixture was extracted with methylene chloride (2×150 ml). The contents of the combined extracts, after drying (Na2SO4) and concentration, were chromatographed on silica gel (120 g) using 1,1,1-trichloroethane as eluting solvent to obtain 0.35 g (24%) of ethyl 3-(4-biphenylylthio)lactate, m.p. 101.5°-102° C.

Aufarbeitung

  1. extractionThe mixture was extracted with methylene chloride (2×150 ml)
  2. customThe contents of the combined extracts, after drying
  3. concentration(Na2SO4) and concentration
  4. customwere chromatographed on silica gel (120 g)
  5. washas eluting solvent

Quellen und Nachweise

ORD-Eintrag
ord-bc05341ac65148c88ebf9b18fbf4257f
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04233452

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