ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate

Base Information

• Chemical Name: ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate
• CAS No.: 1313611-53-8
• Molecular Formula: C₂₂H₂₂ClNO₅
• Molecular Weight: 415.873
• Mol file: 1313611-53-8.mol

Synonyms:ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate

Chemical Property of ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate

There total 5 articles about ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate 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: 63.0%

2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one (1313611-49-2) + ethyl bromoacetate (105-36-2) → ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate (1313611-53-8)

Guidance literature:

2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

ethyl bromoacetate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1002/ardp.201000302

Reference yield:

4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile (1313611-41-4) → ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate (1313611-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

2.1: tetrahydrofuran / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

3.2: -78 - 20 °C

With lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1002/ardp.201000302

Reference yield:

4-(aminomethyl)-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromen-4-ol (1313611-45-8) → ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate (1313611-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

2.2: -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1002/ardp.201000302

upstream raw materials:

4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile

4-(aminomethyl)-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromen-4-ol

2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one

ethyl bromoacetate