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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048229Generated: November 1, 2026

Sodium hydride → (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

https://huagongshe.com/reaction/1048229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)piperidin-2-oneHCID 58573791—
SolventDimethylformamideHCID 6228—
Product(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-oneHCID 60154112—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1.5 g (4.7 mmol) of (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)piperidin-2-one (Example 1, Step E) in 9.4 mL of DMF was added sodium hydride (60% suspension in mineral oil, 244 mg, 6.1 mmol) at 0° C. The reaction was stirred at 0° C. for 20 min and then treated with cyclopropylmethyl bromide (759 μl, 5621 μmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569341B2
Source datasetuspto-grants-2013_10
ORD IDord-400cfa05dbc34bbaa35a8292da2f28b5
Source noteuspto-grants-2013_10