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

HRID 2079211Notes

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

Conditions

Temperature: 50 °C

Procedure

After dissolving 3g of 2-allyl-4-bromo-6-methoxy-phenol [CAS No. 352019-92-2] 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

dry with materialThe organic layer was dried over anhydrous magnesium sulfate
filtrationThe desiccating agent was filtered off
concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record: ord-9d13c5536e954ff49aeaec60ebbdfc94
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07928228B2

Reaction notes

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