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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71821Generated: October 28, 2026

Trimethylsilyldiazomethane → 1-(4-Bromonaphthalen-1-yl)-2-diazoethanone

https://huagongshe.com/reaction/71821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-Bromonaphthalene-1-carbonyl chlorideHCID 14700024—
SolventDichloromethaneHCID 6344—
Product1-(4-Bromonaphthalen-1-yl)-2-diazoethanoneHCID 72337901—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Bromo-naphthalene-1-carbonyl chloride (13.8 g) was dissolved in dichloromethane (130 mL) and cooled to 0° C. TMS diazomethane solution (40 mL, 2 M in DCM) was added, and ice bath was removed. Reaction mixture was stirred for 18 hours and evaporated under vacuum, giving 1-(4-bromonaphthalen-1-yl)-2-diazoethanone (13.8 g, crude) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822430B2
Source datasetuspto-grants-2014_09
ORD IDord-98e0ad8424274c1bbf14d8f665493ddd
Source noteuspto-grants-2014_09