Methanol → HCID 86638520, compound

HRID 1952419Notes

Reaction equation

HRID 1952419 reaction equation
[F:1][C:2]([F:22])([P:14](=[O:21])([O:18]CC)[O:15]CC)[C:3]1[C:8]([F:9])=[C:7]([F:10])[C:6]([F:11])=[C:5]([F:12])[C:4]=1[F:13].C[Si](Br)(C)C.CO>C(Cl)Cl>[F:22][C:2]([F:1])([P:14](=[O:15])([OH:21])[OH:18])[C:3]1[C:4]([F:13])=[C:5]([F:12])[C:6]([F:11])=[C:7]([F:10])[C:8]=1[F:9]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 15272444HCID 15272444, compound

Product 1

HCID 86638520HCID 86638520, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diethyl perfluorobenzylphosphonate (1.90 g, 5.97 mmol) was dissolved in dry CH2Cl2 (4 ml), stirred and TMSBr (3.66 g, 23.88 mmol) was added. The mixture was stirred for 2 hours at room temperature after which volatiles were removed on a rotary evaporator to give a thick yellow oil. MeOH (5 ml) was added and the suspension stirred for 90 minutes, after which the product was collected by filtration yielding white crystals (1.20 g, 77%).

Workup

  1. stirringThe mixture was stirred for 2 hours at room temperature after which volatiles
  2. customwere removed on a rotary evaporator
  3. customto give a thick yellow oil
  4. stirringthe suspension stirred for 90 minutes
  5. filtrationafter which the product was collected by filtration

Sources & evidence

ORD record
ord-8f39a80eb0db40e8bba48788af16eb2e
Source dataset
uspto-grants-2013_03
Patent number
US08405069B2

Reaction notes

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