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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1283909Generated: October 30, 2026

Sodium hydride → 5-Methyl-5,6,7,8,9,10,11,12-Octahydro-5,11-Methano-Benzocyclodecen-13One

https://huagongshe.com/reaction/1283909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Methyl-1-(5-bromopentyl)-2-tetraloneHCID 21410088—
Reactant6,7,8,9,10,11-hexahydro-3-methoxy-5-methyl-5,10-methano-5H-benzocyclononen 12-oneHCID 21410123—
SolventDimethylformamideHCID 6228—
Product5-Methyl-5,6,7,8,9,10,11,12-Octahydro-5,11-Methano-Benzocyclodecen-13OneHCID 2141010540.4%

Reaction Steps

Using a procedure analogous to that described in Example X for the preparation of 6,7,8,9,10,11-hexahydro-3-methoxy-5-methyl-5,10-methano-5H-benzocyclononen-12-one there is prepared from 1-methyl-1-(5-bromopentyl)-2-tetralone (19.8 g., 0.0675 mole) and sodium hydride (3.57 g., 0.081 mole, of a 54.5% dispersion in mineral oil) in dimethylformamide (250 ml.); 6.2 g. (40.4%) of the title product, b.p. 126° to 135° C. (0.3 mm.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03976693
Source datasetuspto-grants-1976_08
ORD IDord-17d5f761ccce4a429c57539ea0573555
Source noteuspto-grants-1976_08