Benzyl cyclohexyl(hydroxy)acetate

Base Information

• Chemical Name: Benzyl cyclohexyl(hydroxy)acetate
• CAS No.: 716362-15-1
• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.322
• DSSTox Substance ID: DTXSID701274950
• Mol file: 716362-15-1.mol

Synonyms:benzyl cyclohexyl(hydroxy)acetate;SCHEMBL3525474;SSPIFGIISLWFRK-UHFFFAOYSA-N;DTXSID701274950;716362-15-1;Phenylmethyl I+/--hydroxycyclohexaneacetate

Chemical Property of Benzyl cyclohexyl(hydroxy)acetate

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 248.14124450
• Heavy Atom Count: 18
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)C(C(=O)OCC2=CC=CC=C2)O

Technology Process of Benzyl cyclohexyl(hydroxy)acetate

There total 4 articles about Benzyl cyclohexyl(hydroxy)acetate 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: 91.0%

2-cyclohexyl-2-hydroxyacetic acid (4442-94-8,10498-47-2,53585-93-6,61475-31-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-cyclohexyl-2-hydroxyethanoate (716362-15-1)

Guidance literature:

With salicylaldehyde; In toluene; at 100 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2ra23068b

Reference yield: 75.0%

2-cyclohexyl-2-hydroxyacetic acid (4442-94-8,10498-47-2,53585-93-6,61475-31-8) + benzyl bromide (100-39-0) → benzyl 2-cyclohexyl-2-hydroxyethanoate (716362-15-1)

Guidance literature:

With sodium hydrogencarbonate; Aliquat 336; In toluene; for 48h;

DOI:10.1055/s-2007-977414

Reference yield:

2-cyclohexyl-2-hydroxyacetonitrile (100007-62-3,107485-34-7,4354-47-6) → benzyl 2-cyclohexyl-2-hydroxyethanoate (716362-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / HCl / dioxane / 24 h / 20 °C

2: 75 percent / NaHCO₃ / aliquat(R) 336 / toluene / 48 h

With hydrogenchloride; sodium hydrogencarbonate; Aliquat 336; In 1,4-dioxane; toluene;

DOI:10.1055/s-2007-977414

upstream raw materials:

2-cyclohexyl-2-hydroxyacetic acid

benzyl bromide

2-cyclohexyl-2-hydroxyacetonitrile

cyclohexanecarbaldehyde

Downstream raw materials:

benzyl 2-cyclohexyl-2-ketoethanoate

benzyl (R)-2-cyclohexyl-2-(diphenylacetyloxy)acetate

benzyl (R)-2-cyclohexyl-2-hydroxyacetate

benzyl (S)-2-cyclohexyl-2-hydroxyacetate