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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623664Generated: October 26, 2026

Azidotrimethylsilane → 1,5-Bis-benzyloxy-2-isopropyl-4-azido-benzene

https://huagongshe.com/reaction/623664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzidotrimethylsilaneHCID 78378—
Reactant1,5-Bis-benzyloxy-2-isopropyl-4-amino-benzeneHCID 67984864—
SolventAcetonitrileHCID 6342—
Product1,5-Bis-benzyloxy-2-isopropyl-4-azido-benzeneHCID 7153420275%

Reaction Conditions

Temperature0 °C

Reaction Steps

tBuONO (2.25 ml, 19 mmol) and TMSN3 (2 ml, 15.2 mmol) were added to a solution of 1,5-bis-benzyloxy-2-isopropyl-4-amino-benzene (1.10 g, 3.18 mmol) in CH3CN (40 ml). The reaction mixture was stirred for 1 hour at 0° C. and for 12 hours at RT. The solvent was evaporated under reduced pressure and the crude reaction mixture was purified by flash chromatography (PE/AcOEt:95/5 to 90/10). The title compound was obtained as a brown solid (890 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302998B2
Source datasetuspto-grants-2016_04
ORD IDord-4a2db9f3b66e45c28fb886e4b7e39f5c
Source noteuspto-grants-2016_04