Water → HCID 18398496, compound

HRID 1018882Notes

Reaction equation

HRID 1018882 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH:7]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:8]2=O)=[C:4]([F:20])[CH:3]=1.C([SiH](CC)CC)C.O>FC(F)(F)C(O)=O>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH:7]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:8]2)=[C:4]([F:20])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 12052TriethylsilaneHCID 15456846HCID 15456846, compound

Product 1

HCID 18398496HCID 18398496, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

This ketone is dissolved in trifluoro acetic acid and an excess of triethylsilane is added. After completion of the reaction, the mixture is poured into the 10-fold amount of water and extracted with dichloromethane. The combined dichloromethane extracts are washed as described above and dried afterwards. After removing of the solvent by distillation and chromatographic cleaning (silica gel; dichloromethane/heptane; gradient, starting with 1:1) 6-bromo-4-fluoro-2-octyl-indane is obtained.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with dichloromethane
  3. washThe combined dichloromethane extracts are washed
  4. customdried afterwards
  5. customAfter removing of the solvent by distillation

Sources & evidence

ORD record
ord-47c40a74c333472e9837055585805ddc
Source dataset
uspto-grants-2002_11
Patent number
US06485797B1

Reaction notes

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