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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79781Generated: October 25, 2026

Trimethylsilyldiazomethane → 1-(6-Bromonaphthalen-2-yl)-2-diazoethanone

https://huagongshe.com/reaction/79781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant6-Bromo-2-naphthoyl chlorideHCID 21879606—
SolventDichloromethaneHCID 6344—
Product1-(6-Bromonaphthalen-2-yl)-2-diazoethanoneHCID 76818812—

Reaction Conditions

Temperature0 °C

Reaction Steps

6-Bromonaphthalene-2-carbonyl chloride (27.0 g, crude) was dissolved in dichloromethane (330 mL) and cooled to 0° C. TMS diazomethane solution (100 mL, 2 M in DCM) was added, and ice bath was removed. Reaction mixture was stirred for 16 hours and evaporated under vacuum, giving 1-(6-bromonaphthalen-2-yl)-2-diazoethanone (34.7 g, crude) as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841278B2
Source datasetuspto-grants-2014_09
ORD IDord-eac278a43c414c5597c523fd00676481
Source noteuspto-grants-2014_09