(S)-2-(4-chlorophenyl)-2,3-dihydrofuran

Base Information

• Chemical Name: (S)-2-(4-chlorophenyl)-2,3-dihydrofuran
• CAS No.: 765902-00-9
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.634
• Mol file: 765902-00-9.mol

Synonyms:(S)-2-(4-chlorophenyl)-2,3-dihydrofuran

Chemical Property of (S)-2-(4-chlorophenyl)-2,3-dihydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (S)-2-(4-chlorophenyl)-2,3-dihydrofuran

There total 5 articles about (S)-2-(4-chlorophenyl)-2,3-dihydrofuran 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: 41.0%

Isopropenyl acetate (108-22-5) + 1-(4-chlorophenyl)buta-2,3-dien-1-ol (91671-36-2) → C12H11ClO2 + (S)-2-(4-chlorophenyl)-2,3-dihydrofuran (765902-00-9)

Guidance literature:

1-(4-chlorophenyl)buta-2,3-dien-1-ol; With sodium carbonate; In toluene; for 0.0833333h; Inert atmosphere; Enzymatic reaction;

Isopropenyl acetate; In toluene; at 50 ℃; for 16h; Inert atmosphere;

With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); In toluene; at 70 ℃; for 4h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201601505

Reference yield: 8.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + 4-chlorophenyl trifluoromethanesulfonate (29540-84-9) → (S)-2-(4-chlorophenyl)-2,3-dihydrofuran (765902-00-9) + (R)-2-(4-chlorophenyl)-2,3-dihydrofuran (131543-56-1) + 2-(4-chlorophenyl)-2,5-dihydrofuran

Guidance literature:

With N-ethyl-N,N-diisopropylamine; palladium diacetate; (R)-F₁₃BINAP; In various solvent(s); at 40 ℃; for 77h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(02)00407-0

Reference yield:

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + 4-chlorophenyl trifluoromethanesulfonate (29540-84-9) → (S)-2-(4-chlorophenyl)-2,3-dihydrofuran (765902-00-9) + (R)-2-(4-chlorophenyl)-2,3-dihydrofuran (131543-56-1)

Guidance literature:

With Pd(OAc)2-(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; In benzene; for 22h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00004a056

upstream raw materials:

2,3-dihydro-2H-furan

4-chlorophenyl trifluoromethanesulfonate

4-Chlorophenylboronic acid

Isopropenyl acetate