Isopropanol → Tert-butyl 2-bromo-2-(diethoxyphosphoryl)acetate

HRID 440388Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 440388
[CH2:1]([O:3][P:4]([C:9](Br)([Br:17])[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].C(O)(C)C.[Sn](Cl)Cl>O>[CH2:1]([O:3][P:4]([CH:9]([Br:17])[C:10]([O:12][C:13]([CH3:14])([CH3:16])[CH3:15])=[O:11])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 3776IsopropanolHCID 24479Stannous ChlorideHCID 21263367HCID 21263367, Verbindung

Produkt 1

HCID 21263365Tert-butyl 2-bromo-2-(diethoxyphosphoryl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Combine t-butyl diethylphosphonodibromoacetate (75.6 g, 184 mmol) and isopropanol (190 mL). Cool to 0° C. Add a solution of tin (II) chloride (33.2 g, 175 mmol) in water (190 mL). After the addition is complete, warm to ambient temperature. After 1 hour, extract the reaction mixture three times with chloroform. Combine the organic layers and extract with water, dry over MgSO4, filter, and evaporate in vacuo to give the title compound.

Aufarbeitung

  1. additionAfter the addition
  2. temperaturewarm to ambient temperature
  3. extractionextract the reaction mixture three times with chloroform
  4. extractionextract with water
  5. dry with materialdry over MgSO4
  6. filtrationfilter
  7. customevaporate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-731871366ac4462d81e184affa73d2c1
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05519048

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