Isopropanol → HCID 21263365, compound

HRID 1602368Notes

Reaction equation

HRID 1602368 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-3cec833cf2ef4781851f506e49d8219b
Source dataset
uspto-grants-1999_11
Patent number
US05981553

Reaction notes

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