74064-35-0 | Spiro[3.5]nonan-6-one

Packsize	Purity	Availability	Price	Discounted Price
50mg	98%	in stock	$46.00	$33.00
100mg	95%	in stock	$63.00	$45.00
250mg	95%	in stock	$142.00	$100.00
1g	95%	in stock	$532.00	$373.00

Description

• Catalog Number: AL14782
• Chemical Name: Spiro[3.5]nonan-6-one
• CAS Number: 74064-35-0
• Molecular Formula: C9H14O
• Molecular Weight: 138.2069
• MDL Number: MFCD24705291
• SMILES: O=C1CCCC2(C1)CCC2

Upstream Synthesis Route

The synthesis of Spiro[3.5]nonan-6-one typically involves a few key chemical transformations, starting from readily available starting materials. One potential synthetic route is as follows:

1. **Acylation Reaction**: Begin with cyclohexanone as the starting material. Perform a Friedel-Crafts acylation using succinic anhydride in the presence of an acid catalyst like AlCl3. This step will introduce an acyl group, forming a ketone with two potential spiro centers.

2. **Aldol Condensation**: Conduct an aldol condensation with the resulting diketone using a strong base such as sodium hydroxide (NaOH). This step creates a new carbon-carbon bond between one of the ketone groups and the methyl group of the original cyclohexanone to produce the intermediate enone.

3. **Intramolecular Michael Addition**: The enone can then undergo an intramolecular Michael addition, which, upon acid catalysis, cyclizes the molecule to form the spiro compound. This will create the spiro[3.5]nonane framework.

4. **Oxidation**: Finally, if the previous step results in a secondary alcohol at the 6-position, oxidize this alcohol to the corresponding ketone using an oxidizing agent such as chromium trioxide (CrO3) or PCC (Pyridinium chlorochromate), yielding Spiro[3.5]nonan-6-one.

Note that this route is a simplified overview and may require optimization of reaction conditions and purification steps to achieve the desired product with high purity and yield.