Isopropanol → HCID 21263365, compound

HRID 864525Notes

Reaction equation

HRID 864525 reaction equation
[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]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 24479Stannous ChlorideHCID 21263367HCID 21263367, compound

Product 1

HCID 21263365HCID 21263365, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

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.

Workup

  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

Sources & evidence

ORD record
ord-6567ebc10bb04297a2fee93a840de8d8
Source dataset
uspto-grants-1996_10
Patent number
US05563157

Reaction notes

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