5-[(4-Methoxyphenyl)methyl]spiro[2.5]octan-4-one

Base Information

• Chemical Name: 5-[(4-Methoxyphenyl)methyl]spiro[2.5]octan-4-one
• CAS No.: 110129-39-0
• Molecular Formula: C₁₆H₂₀O₂
• Molecular Weight: 244.334
• DSSTox Substance ID: DTXSID10548569
• Mol file: 110129-39-0.mol

Synonyms:110129-39-0;5-[(4-Methoxyphenyl)methyl]spiro[2.5]octan-4-one;DTXSID10548569

Chemical Property of 5-[(4-Methoxyphenyl)methyl]spiro[2.5]octan-4-one

Chemical Property:

• Melting Point: 41-43 °C
• Boiling Point: 384.5±15.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 3.38710
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 244.146329876
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC2CCCC3(C2=O)CC3

Technology Process of 5-[(4-Methoxyphenyl)methyl]spiro[2.5]octan-4-one

There total 3 articles about 5-[(4-Methoxyphenyl)methyl]spiro[2.5]octan-4-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

spiro[2.5]octan-4-one (2205-98-3) + p-Methoxybenzyl bromide (2746-25-0) → 5-(4-Methoxy-benzyl)-spiro[2.5]octan-4-one (110129-39-0) + 5,5-Bis-(4-methoxy-benzyl)-spiro[2.5]octan-4-one

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1) THF, 0 deg C, 2) THF, 0 deg C (inverse addition to excess halide);

DOI:10.1016/S0040-4039(00)95668-5

Reference yield:

4-Methoxybenzyl alcohol (105-13-5) → 5-(4-Methoxy-benzyl)-spiro[2.5]octan-4-one (110129-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / diethyl ether; H₂O

2: 58 percent / 1) LDA / 1) THF, 0 deg C, 2) THF, 0 deg C (inverse addition to excess halide)

With hydrogen bromide; lithium diisopropyl amide; In diethyl ether; water;

DOI:10.1016/S0040-4039(00)95668-5

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 5-(4-Methoxy-benzyl)-spiro[2.5]octan-4-one (110129-39-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 58 percent / 1) LDA / 1) THF, 0 deg C, 2) THF, 0 deg C (inverse addition to excess halide)

With lithium diisopropyl amide;

DOI:10.1016/S0040-4039(00)95668-5

upstream raw materials:

spiro[2.5]octan-4-one

p-Methoxybenzyl bromide

cyclohexanone

4-Methoxybenzyl alcohol

Downstream raw materials:

(4R,5R)-5-(4-Methoxy-benzyl)-spiro[2.5]octan-4-ol

cis-5-(4-methoxybenzyl)-spiro<5,2>-octan-4-ol