| Pin | 2,3-Dihydro-1H-inden-1-one |
|---|---|
| Othernames | α-Hydroindone |
1-Indanone is the organic compound with the formula C6H4(CH2)2CO. It is one of two isomeric benzocyclopentanones, the other being 2-indanone. It is a colorless solid. 1-Indanone is a substrate for the enzyme indanol dehydrogenase.
Preparation
It is prepared by oxidation of indane or indene.[1] It can also be prepared by cyclization of phenylpropionic acid.
Uses and reactions
1-Indanone is an intermediate in the synthesis of a variety of pharmaceutical drugs including 2-aminoindane (using beta-keto-oxime formation with isoamylnitrite followed by reduction), drinidene, pirandamine,[2] pyrophendane & rasagiline.
1-Indanol can be produced by hydride reduction of 1-indanone.[3]
References
- ^ R. A. Pacaud, C. F. H. Allen (1938). "α-Hydroindone". Org. Synth.. 18: 47. doi:10.15227/orgsyn.018.0047
- ^ I. Jirkovsky, L. G. Humber and R. Noureldin, Eur. J. Med. Chem., 11, 571 (1976)
- ^ "(S)-Tetrahydro-1-Methyl-3,3-Diphenyl-1H,3H-Pyrrolo-[1,2-c][1,3,2]Oxazaborole-Borane Complex". Organic Syntheses. 74: 50. 1997. doi:10.15227/orgsyn.074.0050