Hydrochloric Acid → (2-Allyl-4-bromo-6-methoxyphenoxy)triisopropylsilane

HRID 2079213Notes

Reaction equation

HRID 2079213 reaction equation
C(O)(=O)C.FC1C(OCCF)=CC(OC)=CC=1C(NC1C=CC(C(N)=N)=CC=1)C1NC(=O)N(C2N=CC=CN=2)N=1.[CH2:41]([C:44]1[CH:49]=[C:48]([Br:50])[CH:47]=[C:46]([O:51][CH3:52])[C:45]=1[OH:53])[CH:42]=[CH2:43].N1C=CN=C1.Cl[Si:60]([CH:67]([CH3:69])[CH3:68])([CH:64]([CH3:66])[CH3:65])[CH:61]([CH3:63])[CH3:62].Cl>CN(C=O)C.C(OCC)(=O)C>[CH2:41]([C:44]1[CH:49]=[C:48]([Br:50])[CH:47]=[C:46]([O:51][CH3:52])[C:45]=1[O:53][Si:60]([CH:67]([CH3:69])[CH3:68])([CH:64]([CH3:66])[CH3:65])[CH:61]([CH3:63])[CH3:62])[CH:42]=[CH2:43]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 795ImidazoleHCID 139400Triisopropylsilyl chlorideHCID 574077562-Allyl-4-bromo-6-methoxyphenolHCID 1363662624-({[2-fluoro-3-(2-fluoroethoxy)-5-methoxyphenyl]-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)methyl}amino)benzamidine acetate

Product 1

HCID 67097015(2-Allyl-4-bromo-6-methoxyphenoxy)triisopropylsilane

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

After dissolving 3g of 2-allyl-4-bromo-6-methoxyphenol in 10 ml of DMF, 1.3 g of imidazole and 2g of chlorotriisopropylsilane were added and the mixture was stirred at 50° C. for 4 hours. Next, 1N hydrochloric acid was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off, and the filtrate was concentrated under reduced pressure to give (2-allyl-4-bromo-6-methoxyphenoxy)triisopropylsilane.

Workup

  1. additionwere added
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationThe desiccating agent was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f6db1aa0408a43998fbacdfc851c242e
Source dataset
uspto-grants-2011_04
Patent number
US07928228B2

Reaction notes

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