Trifluoroacetic acid → HCID 16065790, compound

HRID 2246491Notes

Reaction equation

HRID 2246491 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[C:19][Si:20]([CH:27]([CH3:29])[CH3:28])([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])=[CH:14][CH:13]=2)O)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[O:8][CH3:9])[CH2:10][C:12]1[CH:13]=[CH:14][C:15]([C:18]#[C:19][Si:20]([CH:27]([CH3:28])[CH3:29])([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:22])[CH3:23])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 59217793(3-Bromo-4-methoxy-phenyl)-{4-[(triisopropylsilyl)-ethynyl]-phenyl}-methanol

Product 1

HCID 16065790HCID 16065790, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 8.0 g (3-bromo-4-methoxy-phenyl)-{4-[(triisopropylsilyl)-ethynyl]-phenyl}-methanol and 5.7 mL triethylsilane in 80 mL dichloromethane is cooled in an ice bath. Then 6.5 mL trifluoroacetic acid are added dropwise, and the solution is stirred for 4 h in the cooling bath. The solution is diluted with dichloromethane and washed with aqueous sodium hydrogen carbonate solution. After drying over sodium sulfate the solvent is removed to give the product.

Workup

  1. washwashed with aqueous sodium hydrogen carbonate solution
  2. dry with materialAfter drying over sodium sulfate the solvent
  3. customis removed
  4. customto give the product

Sources & evidence

ORD record
ord-0884f0be4d0441e1b87ba0d33e06cd9b
Source dataset
uspto-grants-2010_03
Patent number
US07687469B2

Reaction notes

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