1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

Base Information

• Chemical Name: 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one
• CAS No.: 1129399-37-6
• Molecular Formula: C₁₆H₁₅ClO₃
• Molecular Weight: 290.746

Synonyms:1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

Chemical Property of 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

Chemical Property:

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Technology Process of 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

There total 2 articles about 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one 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: 59.0%

1-(3,3-bis(allyloxy)prop-1-ynyl)-4-chlorobenzene (1129399-12-7) + 3-phenyl-propenal (104-55-2) → 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-33-2) + 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-36-5) + 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-37-6)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S)-[(5,6),(5’,6’)-bis(ethylenedioxy)biphenyl-2,2’ diyl]bis(diphenylphosphine); at 120 ℃; for 1.5h; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/adsc.200800514

Reference yield:

1-(3,3-bis(allyloxy)prop-1-ynyl)-4-chlorobenzene (1129399-12-7) + 3-phenyl-propenal (104-55-2) → 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-34-3) + 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-33-2) + 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-36-5) + 1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-37-6)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-tol-BINAP; at 120 ℃; for 1.5h; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/adsc.200800514

Reference yield: 82.0%

1-(allyloxy)-6-(4-chlorophenyl)-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1129399-37-6) → 2-(4-chlorophenyl)-5-(hydroxymethyl)-3-oxocyclopent-1-enecarbaldehyde (1129399-38-7)

Guidance literature:

With water; toluene-4-sulfonic acid; In tetrahydrofuran; at 80 ℃; optical yield given as %ee;

DOI:10.1002/adsc.200800514

upstream raw materials:

1-(3,3-bis(allyloxy)prop-1-ynyl)-4-chlorobenzene

3-phenyl-propenal

Downstream raw materials:

2-(4-chlorophenyl)-5-(hydroxymethyl)-3-oxocyclopent-1-enecarbaldehyde

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