# US 4,400,513 A · 1-Oxa-6-azaspiro[2.5]octanes

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- Number: US 4,400,513 A
- Document ID: US4400513A
- Status: Granted
- Kind: A
- Application number: 06/358,488
- Filed: 1982-03-15
- Granted: 1983-08-23
- Earliest claimed: 1981-03-16
- Assignees: Montedison S.p.A.
- Inventors: Piero Di Battista
- Web page: https://patentgrep.com/patent/US4400513A

## CPC

- C07D 491/10: Spiro-condensed systems
- C07D 211/48: having an acyclic carbon atom attached in position 4
- C08K 5/3435: Piperidines
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

There are disclosed new 4-spiro-oxirane derivatives of substituted piperidine having the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, either like or unlike one another, are each an alkyl radical having 1 to 4 C, or R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4 together form a cyclo-alkylene radical having 3 to 13 C; R.sub.5 may be hydrogen, an alkyl, oxyalkyl or alkoxy radical having 1 to 6 C, an aryl or aryl-alkyl radical having 6 to 18 C, an alkenyl radical having 2 to 6 or a --(CH.sub.2).sub.X CO.sub.2 R.sub.7 radical in which X is an integer from 0 to 12, R.sub.7 =H, metal, an alkyl, alkylene, alkenyl, alkenylene radical having 1 to 20 C and R.sub.6 is hydrogen or an alkyl radical containing 1 to 4 C.

## Claims

### Claim 1

4-spiro-oxirane derivatives of substituted piperidine having the formula: ##STR10## in which R.sub.1, R.sub.2, R.sub.3, -- and R.sub.4, either like or unlike one another, are each an alkyl radical containing 1 to 4 carbon atoms, or R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4, together, form a cyclo-alkylene radical containing 3 to 12 carbon atoms;
R.sub.5 is hydrogen, an alkyl, oxyalkyl or alkoxy radical containing 1 to 6 carbon atoms, an aryl or aryl-alkyl radical containing 6 to 18 carbon atoms; an alkenyl radical containing 2 to 6 carbon atoms or a --(CH.sub.2).sub.X CO.sub.2 R.sub.7 radical, in which X is zero or an integer from 1 to 12 and R.sub.7 is H, a metal selected from the alkaline metals, the alkaline-earth metals, and the transition metals, an alkyl, alkylene, alkenyl, alkenylene radical, each having 1 to 20 carbon atoms; and
R.sub.6 is hydrogen or an alkyl radical containing 1 to 4 carbon atoms.

### Claim 2 (depends on 1)

4-spiro-oxirane derivatives of substituted piperidine having formula (I) according to claim 1 and in which R.sub.5 is a --(CH.sub.2).sub.x -CO.sub.2 R.sub.7 radical with R.sub.7 being selected from the metals Ba, Ca, Na, K, Ni and Co.

### Claim 3

2,2,6,6-tetramethylpiperidine-4-spiro-oxirane having the formula: ##STR11##

### Claim 4

1,2,2,6,6-pentamethylpiperidine-4-spiro-oxirane having the formula: ##STR12##

### Claim 5 (depends on 1)

A process for preparing 4-spiro-oxirane derivatives of substituted piperidine according to claim 1, characterized in that it consists in reacting dimethylsulphonium methylide with the piperidone derivative, in the presence of an alkoxide or of a hydride of an alkaline metal.

### Claim 6 (depends on 5)

The process of claim 5, in which dimethylsulphonium methylide is reacted with 2,2,6,6-tetramethyl-piperidone.

### Claim 7 (depends on 5)

The process of claim 5, in which the dimethylsulphonium methylide is reacted with 1,2,2,6,6-pentamethylpiperidone.