30830-27-4 | 3-(Benzyloxy)cyclobutanone

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$18.00	$13.00
5g	95%	in stock	$30.00	$21.00
10g	95%	in stock	$58.00	$41.00
25g	95%	in stock	$144.00	$101.00
100g	95%	in stock	$494.00	$346.00
250g	95%	in stock	$1,205.00	$843.00

Description

• Catalog Number: AB41646
• Chemical Name: 3-(Benzyloxy)cyclobutanone
• CAS Number: 30830-27-4
• Molecular Formula: C11H12O2
• Molecular Weight: 176.2118
• MDL Number: MFCD09755991
• SMILES: O=C1CC(C1)OCc1ccccc1

Computed Properties

• Complexity: 175
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• XLogP3: 1.1

Upstream Synthesis Route

To synthesize 3-(Benzyloxy)cyclobutanone, one can start from cyclobutanone as the core structure. Here is a concise route:

1. Begin with cyclobutanone and subject it to a protection reaction using benzyl alcohol in the presence of an acid catalyst, typically p-toluenesulfonic acid, to obtain 3-hydroxycyclobutanone as an intermediate. This reaction typically proceeds via an SN1 mechanism with the formation of a protonated alcohol intermediate followed by nucleophilic attack by the cyclobutanone.

2. Protect the hydroxyl group of the 3-hydroxycyclobutanone by reacting it with benzyl chloride in the presence of a base (such as sodium hydride or potassium carbonate) to generate the benzyl ether, yielding the desired 3-(benzyloxy)cyclobutanone.

Each step should be followed by appropriate purification methods, such as column chromatography, to isolate the desired product. It's crucial to prevent over-alkylation in step 2 by controlling the stoichiometry and reaction conditions carefully.