Water → HCID 86650103, compound

HRID 1967659Notes

Reaction equation

HRID 1967659 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([P:9](=[O:36])([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:10]2[C:27]3=[C:28]4[C:17]([C:18]5[C:29]6[C:22](=[CH:23][CH:24]=[CH:25][C:26]3=6)[CH:21]=[CH:20][CH:19]=5)=[CH:16][CH:15]=[CH:14][C:13]4=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[Br-].[Br-].[Br-].B.O>ClCCl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([P:9](=[O:36])([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:10]2[C:27]3=[C:28]4[C:17]([C:18]5[C:29]6[C:22](=[CH:23][CH:24]=[CH:25][C:26]3=6)[CH:21]=[CH:20][CH:19]=5)=[CH:16][CH:15]=[CH:14][C:13]4=[CH:12][CH:11]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 86650102HCID 86650102, compoundHCID 178419136HCID 178419136, compound

Product 1

HCID 86650103HCID 86650103, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Methoxyphenylphenylperylenylphosphine oxide (400 mg, 0.83 mmol) was dissolved in 30 mL of dichloromethane, and borane tribromide (2.5 mL, 2.5 mmol, 4 eq) was added dropwise to the solution at −78° C. After stirring for 18 hours, 10 mL of H2O was added to the mixture to terminate the reaction. Reddish brown precipitates thus formed were subjected to suction filtration. The crystals obtained were dried overnight in a drying pistol to give reddish brown crystals (yield 77%). The crystals obtained were identified by 1H-NMR, 31P-NMR, IR, ESI-MS and UV.

Workup

  1. customto terminate
  2. customthe reaction
  3. customReddish brown precipitates thus
  4. customformed
  5. filtrationwere subjected to suction filtration
  6. customThe crystals obtained
  7. customwere dried overnight in a drying pistol
  8. customto give

Sources & evidence

ORD record
ord-4ed40fe15aa24a22bc3da615979a78fc
Source dataset
uspto-grants-2013_04
Patent number
US08420865B2

Reaction notes

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