Imidazole → HCID 66761966, compound
Reaction equation
[I:1]I.N1C=CN=C1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Si:27]([O:34][CH2:35][CH2:36][O:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44]O)=[CH:40][CH:39]=1)([C:30]([CH3:33])([CH3:32])[CH3:31])([CH3:29])[CH3:28]>C(Cl)Cl>[C:30]([Si:27]([O:34][CH2:35][CH2:36][O:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44][I:1])=[CH:40][CH:39]=1)([CH3:29])[CH3:28])([CH3:33])([CH3:32])[CH3:31]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
At 0° C., iodine (1.2 eq.) and imidazole (1.2 eq.) were added to a CH2Cl2 solution (0.05 M) of triphenylphosphine (1.2 eq.). The resulting yellow-orange suspension was stirred at 0° C. for 10 min and then at RT for 15 min. Finally, [4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)phenyl]methanol from the previous step (1 eq.) was added over 30 min as a 0.2 M CH2Cl2 solution. After another 10 h of stirring at RT, the volatiles were removed in vacuo. The resulting brown residue was suspended in ether and rapidly passed through a plug of SiO2. Removal of the volatiles in vacuo afforded the title compound as a pink oil.
Workup
- waitat RT for 15 min
- stirringAfter another 10 h of stirring at RT
- customthe volatiles were removed in vacuo
- customRemoval of the volatiles in vacuo
Sources & evidence
- ORD record
- ord-eb3ab1b83456460fa6652dee56dc4de9
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08063105B2
Reaction notes
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