1083168-69-7 | (2,3-Dihydrobenzofuran-6-yl)methanol

Packsize	Purity	Availability	Price	Discounted Price
100mg	96%	in stock	$244.00	$171.00
250mg	96%	in stock	$376.00	$264.00
1g	96%	in stock	$906.00	$634.00
5g	96%	in stock	$2,640.00	$1,848.00

Description

• Catalog Number: AD66369
• Chemical Name: (2,3-Dihydrobenzofuran-6-yl)methanol
• CAS Number: 1083168-69-7
• Molecular Formula: C9H10O2
• Molecular Weight: 150.1745
• MDL Number: MFCD18374755
• SMILES: OCc1ccc2c(c1)OCC2

Computed Properties

• Complexity: 136
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 1

Upstream Synthesis Route

The upstream synthesis of (2,3-Dihydrobenzofuran-6-yl)methanol involves several steps. Here's a general outline of a possible synthetic route:

1. **Preparation of 2,3-Dihydrobenzofuran**: The synthesis typically begins with the preparation of 2,3-dihydrobenzofuran, which serves as the core structure for the target compound. This can be achieved through various methods, such as the cyclization of o-alkynylphenols, the Diels-Alder reaction of furan with an alkene, or the cyclization of a suitable diene precursor followed by reduction. The exact method chosen depends on the availability of starting materials and desired synthetic efficiency.

2. **Hydroxylation of 2,3-Dihydrobenzofuran**: Once 2,3-dihydrobenzofuran is obtained, it is subjected to hydroxylation to introduce the hydroxyl group (-OH) at the desired position. This hydroxylation reaction can be achieved using reagents such as hydrogen peroxide (H2O2) in the presence of a catalyst or other oxidizing agents.

3. **Protection of Hydroxyl Group**: The hydroxyl group of 2,3-dihydrobenzofuran is often protected to prevent unwanted reactions during subsequent transformations. Common protecting groups for hydroxyl groups include tert-butyldimethylsilyl (TBS), methoxymethyl (MOM), or benzyl groups. The protection reaction typically involves treatment with the appropriate protecting reagent in the presence of a suitable catalyst or base.

4. **Introduction of Methanol Group**: The protected 2,3-dihydrobenzofuran is then reacted with methanol under appropriate reaction conditions to introduce the methanol group (-CH2OH) at the desired position. This can be achieved using methods such as nucleophilic substitution or Mitsunobu reaction.

5. **Deprotection of Hydroxyl Group**: If a protecting group was used to mask the hydroxyl group, it is removed to reveal the free hydroxyl group. This deprotection step is typically carried out under acidic or basic conditions, depending on the nature of the protecting group.

6. **Purification and Isolation**: The crude product obtained from the reaction is purified and isolated using techniques such as column chromatography, recrystallization, or distillation to obtain pure (2,3-Dihydrobenzofuran-6-yl)methanol.

It's important to note that the synthesis of (2,3-Dihydrobenzofuran-6-yl)methanol may require optimization of reaction conditions, choice of reagents, and purification methods to achieve high yields and purity. Additionally, safety precautions should be followed when handling reactive chemicals and conducting chemical reactions.