2-(4-Chlorophenyl)-2-tetrahydrofuroic Acid

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-2-tetrahydrofuroic Acid
• CAS No.: 327617-83-4
• Molecular Formula: C₁₁H₁₁ClO₃
• Molecular Weight: 226.66
• DSSTox Substance ID: DTXSID401222912
• Mol file: 327617-83-4.mol

Synonyms:2-(4-Chlorophenyl)-2-tetrahydrofuroic Acid;SCHEMBL7385753;UPKGXTFCSFKCEE-UHFFFAOYSA-N;DTXSID401222912;327617-83-4;2-(4-Chlorophenyl)tetrahydro-2-furancarboxylic acid

Chemical Property of 2-(4-Chlorophenyl)-2-tetrahydrofuroic Acid

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 226.0396719
• Heavy Atom Count: 15
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(OC1)(C2=CC=C(C=C2)Cl)C(=O)O

Technology Process of 2-(4-Chlorophenyl)-2-tetrahydrofuroic Acid

There total 2 articles about 2-(4-Chlorophenyl)-2-tetrahydrofuroic Acid 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:

5-(4-chlorophenyl)-5-oxopentanenitrile (54959-85-2) → 2-(4-chloro-phenyl)-tetrahydro-furan-2-carboxylic acid (327617-83-4)

Guidance literature:

With potassium hydroxide; ethylene glycol; at 200 ℃;

DOI:10.1016/S0960-894X(02)00211-1

Reference yield:

4-chloro-1-(4-chlorophenyl)butan-1-one (40877-09-6) → 2-(4-chloro-phenyl)-tetrahydro-furan-2-carboxylic acid (327617-83-4)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol

2: KOH; ethylene glycol / 200 °C

With potassium hydroxide; ethylene glycol; In methanol;

DOI:10.1016/S0960-894X(02)00211-1

Reference yield:

2-(4-chloro-phenyl)-tetrahydro-furan-2-carboxylic acid (327617-83-4) → (S)-2-{[(S)-2-(4-Chloro-phenyl)-tetrahydro-furan-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid

Guidance literature:

Multi-step reaction with 2 steps

1: PyBOP; DIPEA / CH₂Cl₂

2: TFA / CH₂Cl₂

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(02)00211-1

upstream raw materials:

5-(4-chlorophenyl)-5-oxopentanenitrile

4-chloro-1-(4-chlorophenyl)butan-1-one