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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294641Generated: October 30, 2026

Hydrogen Bromide → Bromomethyl tricyclo[3.3.1.13,7]dec-1-yl ketone

https://huagongshe.com/reaction/2294641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantEthyl AcetateHCID 8857—
Reactant1-Adamantanecarbonyl chlorideHCID 98915—
ProductBromomethyl tricyclo[3.3.1.13,7]dec-1-yl ketoneHCID 19782060%

Reaction Steps

This was prepared following the method of Example 3A. The intermediate diazoketone was prepared from 1-adamantane carboxylic acid chloride (2.98 g, 15 mmol) and CH2N2 (generated from Diazald® 8.7 g, 40 mmol) and subsequently treated with a saturated solution of HBr in EtOAc. Flash chromatography on silica gel (eluant EtOAc:hexane fr 8:92) afforded the title compound as a pale brown mobile oil (2.30 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688943
Source datasetuspto-grants-1997_11
ORD IDord-d5ed3019259542d8b2702d9679fde5f4
Source noteuspto-grants-1997_11