Ethyl 4-phenylthiane-4-carboxylate

Base Information

• Chemical Name: Ethyl 4-phenylthiane-4-carboxylate
• CAS No.: 100972-06-3
• Molecular Formula: C₁₄H₁₈O₂S
• Molecular Weight: 250.362
• DSSTox Substance ID: DTXSID00552074
• Wikidata: Q82432062
• Mol file: 100972-06-3.mol

Synonyms:Ethyl 4-phenylthiane-4-carboxylate;100972-06-3;DTXSID00552074

Chemical Property of Ethyl 4-phenylthiane-4-carboxylate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 250.10275099
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1(CCSCC1)C2=CC=CC=C2

Technology Process of Ethyl 4-phenylthiane-4-carboxylate

There total 2 articles about Ethyl 4-phenylthiane-4-carboxylate 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:

1,5-dichloro-3-cyano-3-phenylpentane (100119-73-1) → 4-carbethoxy-4-phenyltetrahydrothiapyran (100972-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / Na₂S*9H₂O / H₂O; ethanol / 22 h / Heating

2: 1.) conc. H₂SO₄, water / 1.) 150 deg C (internal temp.) 2.) reflux, 3.5 h

With sodium sulfide; sulfuric acid; water; In ethanol; water;

DOI:10.1016/0223-5234(87)90271-6

Reference yield:

→ 4-carbethoxy-4-phenyltetrahydrothiapyran (100972-06-3)

Guidance literature:

aus Phenylessigsaeure-aethylester, 1) NaNH2 , 2) Rk.-prod., (CH2Cl-CH2)2S, 1h Siedetemp., 3) Zusatz von Toluol u. 11/2 h 95-100grad;

DOI:10.1021/jo01074a615

Reference yield: 71.0%

4-carbethoxy-4-phenyltetrahydrothiapyran (100972-06-3) + benzyl bromide (100-39-0) → 1-benzyl-4-ethoxycarbonyl-4-phenylhexahydrothiapyrylium bromide (114361-16-9)

Guidance literature:

for 5h; Ambient temperature;

DOI:10.1016/0223-5234(87)90271-6

upstream raw materials:

1,5-dichloro-3-cyano-3-phenylpentane

Downstream raw materials:

1-benzyl-4-ethoxycarbonyl-4-phenylhexahydrothiapyrylium bromide

1-benzyloxycarbonylmethyl-4-ethoxycarbonyl-4-phenylhexahydrothiapyrylium bromide