Triethylsilane → HCID 18689857, compound

HRID 31222Notes

Reaction equation

HRID 31222 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=O)[CH:7]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:6][CH2:5]2.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[C:13]1([CH:7]2[CH2:6][CH2:5][C:4]3[CH:3]=[C:2]([OH:1])[CH:11]=[CH:10][C:9]=3[CH2:8]2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 179785426-hydroxy-2-phenyl-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 18689857HCID 18689857, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 6-hydroxy-2-phenyl-3,4-dihydro-2H-naphthalen-1-one (50 mg) in trifluoroacetic acid was added triethylsilane (98 mg). The mixture was heated at 60° C. for 3 h. Solvent was evaporated, water added to the residue and the mixture extracted with ethyl acetate. Organic extract was dried and evaporated. 1H NMR (400 MHz, d6-DMSO) δ: 9.02 (s, 1H), 7.18-7.32 (m, 5H), 6.87 (d, 1H, J 7.9), 6.50-6.53 (m, 2H), 2.68-2.92 (m, 5H), 1.94-1.99 (m, 1H), 1.81-1.89 (m, 1H).

Workup

  1. customSolvent was evaporated
  2. additionwater added to the residue
  3. extractionthe mixture extracted with ethyl acetate
  4. extractionOrganic extract
  5. customwas dried
  6. customevaporated

Sources & evidence

ORD record
ord-aa382c8650b04c2589d5b6c369353063
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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