CID 53666789

Base Information

• Chemical Name: CID 53666789
• CAS No.: 7394-51-6
• Molecular Formula: C10H9ClO2
• Molecular Weight: 196.633
• DSSTox Substance ID: DTXSID00705806
• Mol file: 7394-51-6.mol

Synonyms:SCHEMBL6704887;DTXSID00705806;AKOS016904670

Chemical Property of CID 53666789

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.0291072
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)O)C1=CC(=CC=C1)Cl

Technology Process of CID 53666789

There total 2 articles about CID 53666789 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:

3'-Chloroacetophenone (99-02-5) → (E)-3-(3-chlorophenyl)but-2-enoic acid (7394-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: water; potassium hydroxide / 100 °C / Inert atmosphere

With water; sodium hydride; potassium hydroxide; In tetrahydrofuran; mineral oil;

DOI:10.1002/adsc.201100178

Reference yield:

ethyl (2E)-3-(3'-chlorophenyl)but-2-enoate (648425-41-6) → (E)-3-(3-chlorophenyl)but-2-enoic acid (7394-51-6)

Guidance literature:

With water; potassium hydroxide; at 100 ℃; Inert atmosphere;

DOI:10.1002/adsc.201100178

Reference yield: 95.0%

2-phenyl-3H-indol-3-one (2989-63-1) + (E)-3-(3-chlorophenyl)but-2-enoic acid (7394-51-6) → (S)-8-(3-chlorophenyl)-9a-phenyl-9,9a-dihydropyrido[1,2-a]indole-6,10-dione

Guidance literature:

With (5aR,10bS)-2-(2,6-diethylphenyl)-4,5a,6,10b-tetrahydroindeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium tetrafluoroborate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; caesium carbonate; In diethyl ether; at 20 ℃; for 4h;

upstream raw materials:

3'-Chloroacetophenone

ethyl (2E)-3-(3'-chlorophenyl)but-2-enoate

Downstream raw materials:

(R)-4-(3-chlorophenyl)-6-(trifluoromethyl)-6-(4-chlorophenyl)-5,6-dihydro-2H-pyran-2-one

(R)-1-methyl-4'-(3-chlorophenyl)spiro[indoline-3,2'-pyran]-2,6'(1H,3'H)-dione

(E)-3-(3-chlorophenyl)but-2-enoyl chloride

(R)-4-(3-chlorophenyl)-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one

Refernces