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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1807005Generated: October 29, 2026

Water → (5-Azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silane

https://huagongshe.com/reaction/1807005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
ReactantMethanesulfonic acid 5-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-pentyl esterHCID 86640423—
SolventDimethylformamideHCID 6228—
Product(5-Azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silaneHCID 8664042467%

Reaction Conditions

Temperature60 °C

Reaction Steps

Step B To the solution of methanesulfonic acid 5-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-pentyl ester (1.48 g, 4.96 mmol) in anhydrous dimethylformamide (10 mL) was added NaN3 (1.6 g, 25 mmol). The reaction mixture was heated at 60° C. for 18 h. The mixture was cooled, and water was added. The mixture was extracted with ethyl acetate twice. The combined organic layers were washed with saturated aqueous NaHCO3 solution, brine, dried over MgSO4 to give (5-azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silane as a yellow oil (0.8 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-b1ea3d32424f42659c75e67141528033
Source noteuspto-grants-2013_01