1-Propanol → HCID 12521033, Verbindung

HRID 2210758

Reaktionsgleichung

Reaktionsgleichung von HRID 2210758
[P:1](Cl)([Cl:6])([O:3][CH2:4][CH3:5])=[S:2].[O-:8][CH2:9][CH2:10][CH3:11].[Na+].C(O)CC>O1CCCC1>[P:1]([Cl:6])([O:8][CH2:9][CH2:10][CH3:11])([O:3][CH2:4][CH3:5])=[S:2]

Komponenten

5

Edukt 3

HCID 10311-PropanolHCID 73907Phosphorodichloridothioic acid, O-ethyl esterHCID 236693631-Propanol, sodium salt (1:1)

Produkt 1

HCID 12521033HCID 12521033, VerbindungAusbeute 59,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To 30 g (167 mmole) of O-ethyl dichlorothiophosphate in 100 ml of tetrahydrofuran (THF) and cooled to -70° C. was added a solution of sodium propoxide (from 7.4 g of 60% Nail (184 mmole) and 11 g (176 mmole) of 1-propanol) in 50 ml of THF. After warming to room temperature over 2 hours, the THF was removed in vacuo and the residue was partitioned between 50 ml diethyl ether, 50 ml hexanes, and 25 ml cold water. The organic layer was dried over magnesium sulfate, concentrated in vacuo, and distilled (bp 45°-50° C. 1 torr) yielding 20 g of the title compound, an oil. nmr 1.0 t 3H, 1.4 t 3H, 1.8 sextet 2H, 4.4 M 4H.

Aufarbeitung

  1. customthe THF was removed in vacuo
  2. customthe residue was partitioned between 50 ml diethyl ether, 50 ml hexanes, and 25 ml cold water
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. distillationdistilled (bp 45°-50° C. 1 torr)

Quellen und Nachweise

ORD-Eintrag
ord-36cb6b5876584a5a96730f062662d7be
Quelldatensatz
uspto-grants-1995_10
Patentnummer
US05461038

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