3,3-Diphenylcyclobutanamine

3,3-Diphenylcyclobutanamine

Clinical data
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 3,3-diphenylcyclobutan-1-amine
JSmol)	Interactive image
SMILES c1ccc(cc1)C3(c2ccccc2)CC(N)C3
InChI InChI=1S/C16H17N/c17-15-11-16(12-15,13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,15H,11-12,17H2 Y Key:IABBZBVTZRKDFW-UHFFFAOYSA-N Y
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3,3,-Diphenylcyclobutanamine is a

A number of methods were tried in order to construct the strained four-carbon ring. A synthesis of 3,3-diphenylcyclobutanone appeared in the literature.[2] The ketone was prepared in low yield by the reaction of diphenylketene with 2 equiv of diazomethane.^[3] The latter synthesis, although low yielding, was used and the desired amines were prepared from 3,3-diphenylcyclobutanone.

Diphenylketene

Diphenylketene is produced by the elimination of hydrogen chloride from diphenylacetyl chloride in the presence of triethylamine.^[4]

See also

• β-Phenylmethamphetamine
• Fezolamine
• Azetidine ring variation:^[5]

References