Bromotrimethylsilane → HCID 86625204, compound

HRID 2356171Notes

Reaction equation

HRID 2356171 reaction equation
C([O:3][P:4]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][O:25][C:26]1[C:43]([O:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=[CH:42][C:41]2[C:40]3[C:35](=[CH:36][C:37]([O:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])=[C:38]([O:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57])[CH:39]=3)[C:34]3[C:29](=[CH:30][C:31]([O:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH3:78])=[C:32]([O:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])[CH:33]=3)[C:28]=2[CH:27]=1)(=[O:8])[O:5]CC)C.C[Si](Br)(C)C>C(Cl)Cl>[CH2:45]([O:44][C:43]1[C:26]([O:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][P:4](=[O:3])([OH:8])[OH:5])=[CH:27][C:28]2[C:29]3[C:34]([C:35]4[C:40]([C:41]=2[CH:42]=1)=[CH:39][C:38]([O:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57])=[C:37]([O:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[CH:36]=4)=[CH:33][C:32]([O:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])=[C:31]([O:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH3:78])[CH:30]=3)[CH2:46][CH2:47][CH2:48][CH2:49][CH3:50]

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 86625203HCID 86625203, compound

Product 1

HCID 86625204HCID 86625204, compoundYield 100.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 15 mL of methylene chloride, 2.0 g (1.8 mmol) of [16-(3,6,7,10,11-pentakishexyloxytriphenylene-2-yloxy)-hexadecyl]-phosphonic acid diethylester was dissolved, and 1.2 mL of trimethylsilylbromide was added to the solution under argon. Then, the solution was stirred at ambient temperature. After 27 hours, the solvent and excess trimethylsilylbromide were evaporated, and the residue was dissolved in 100 mL of ethanol. The solution was stirred at ambient temperature for 48 hours, and then the solvent was evaporated. As a result, 1.9 g of a white solid was obtained.

Workup

  1. customthe solvent and excess trimethylsilylbromide were evaporated
  2. dissolutionthe residue was dissolved in 100 mL of ethanol
  3. stirringThe solution was stirred at ambient temperature for 48 hours
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-1092f2daee6b4a1d85122da605072b3a
Source dataset
uspto-grants-2010_07
Patent number
US07758932B2

Reaction notes

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