1408168-73-9 | Potassium (2-benzyloxyethyl)trifluoroborate

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$13.00	$10.00
250mg	95%	in stock	$31.00	$22.00
1g	95%	in stock	$84.00	$59.00
5g	95%	in stock	$206.00	$144.00

Description

• Catalog Number: AE64972
• Chemical Name: Potassium (2-benzyloxyethyl)trifluoroborate
• CAS Number: 1408168-73-9
• Molecular Formula: C9H11BF3KO
• Molecular Weight: 242.0875
• MDL Number: MFCD22684708
• SMILES: F[B-](CCOCc1ccccc1)(F)F.[K+]

Computed Properties

• Complexity: 160
• Covalently-Bonded Unit Count: 2
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4

Upstream Synthesis Route

The upstream synthesis of Potassium (2-benzyloxyethyl)trifluoroborate typically involves the following steps:

1. Preparation of 2-hydroxyethyl)trifluoroborate: This can be achieved by reacting 2-halogenoethanol (usually 2-chloroethanol or 2-bromoethanol) with an appropriate boron trifluoride source such as boron trifluoride etherate (BF3·OEt2) in the presence of a base like potassium carbonate (K2CO3) or potassium fluoride (KF). The reaction proceeds via nucleophilic substitution to form the alcohol-trifluoroborate ester.

2. Benzyl Protection of the Hydroxyl Group: The alcohol functionality is then protected by benzylation. This is typically done by reacting the 2-(hydroxyethyl)trifluoroborate with benzyl chloride in the presence of a base. Sodium hydride (NaH) or potassium carbonate are commonly used bases for this step. This protection step forms the 2-benzyloxyethyl derivative.

3. Exchange to Potassium Salt: If the initial reaction in step 1 gives a non-potassium salt or the benzylation step leads to a non-potassium salt as by-products, an exchange with a potassium-containing compound, such as potassium carbonate or potassium chloride, will be required. This is usually done in a polar aprotic solvent like dimethylformamide (DMF) or dimethyl sulfoxide (DMSO) where the exchange of the sodium or other counter ions for potassium can take place, yielding the desired potassium (2-benzyloxyethyl)trifluoroborate.

This is a general route and variations may occur depending on specific reaction conditions and reagents utilized. The final product should be purified, typically by crystallization or chromatography, to ensure the removal of any by-products or unreacted starting materials.