Sulfate, hydrogen → Di-tert-butyl (chloromethyl) phosphate

HRID 1521880

Reaktionsgleichung

Reaktionsgleichung von HRID 1521880
[P:1]([OH:13])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(=O)(O)[O-].[Na+].S([O-])(O)(=O)=O.S(Cl)(O[CH2:28][Cl:29])(=O)=O>O.ClCCl>[P:1]([O:13][CH2:28][Cl:29])([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:2]

Komponenten

7

Edukt 4

HCID 61778Sulfate, hydrogenHCID 429756Phosphoric acid, bis(1,1-dimethylethyl) esterHCID 516892Sodium BicarbonateHCID 2733556Chloromethyl chlorosulfate

Produkt 1

HCID 11701630Di-tert-butyl (chloromethyl) phosphateAusbeute 52,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a well stirred suspension of di-tert-butyl hydrogen phosphate (4.7 g, 22.47 mmol) in water (186 ml) was added sodium bicarbonate (7.5 g, 89.52 mmol) followed by tetra-n-butylammomium hydrogen sulphate (760 mg, 2.238 mmol). The reaction mixture was stirred at room temperature for 15 min. To the reaction mixture was added dichloromethane (112 ml) at 0° C. and it was stirred for 10 min followed by the addition of chloromethyl chlorosulphate (4.4 g, 26.85 mmol) in dichloromethane (75 ml) at same temperature. The resultant mixture was vigorously stirred overnight at room temperature. The organic layer was separated, washed with brine and evaporated under reduced pressure to yield 3.04 g of product as pale yellow oil.

Aufarbeitung

  1. stirringThe reaction mixture was stirred at room temperature for 15 min
  2. stirringit was stirred for 10 min
  3. customThe organic layer was separated
  4. washwashed with brine
  5. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-55e0ea5f6cef4a9894c21dc202e0dd64
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073955B2

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