ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate

Base Information

• Chemical Name: ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate
• CAS No.: 203855-87-2
• Molecular Formula: C₂₆H₃₂O₂S
• Molecular Weight: 408.605
• Mol file: 203855-87-2.mol

Synonyms:ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate

Chemical Property of ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate

There total 5 articles about ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate 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: 40.0%

1-[(2,2,4,4-tetramethylchroman-6-yl)ethyl]triphenylphosphonium bromide + 4-carboethoxy-3-methylbenzaldehyde (71441-11-7) → ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate (203855-87-2)

Guidance literature:

1-[(2,2,4,4-tetramethylchroman-6-yl)ethyl]triphenylphosphonium bromide; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 1h;

4-carboethoxy-3-methylbenzaldehyde; In diethyl ether; hexane; acetone; at -78 - 20 ℃; for 49.75h;

DOI:10.1080/104265090507678

Reference yield:

2,2,4,4-tetramethylthiochroman-6-(1-hydroxyethane) (863602-88-4) → ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate (203855-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HBr / methanol

2.1: n-butyllithium / hexane; diethyl ether / 1 h / 20 °C

2.2: 40 percent / hexane; diethyl ether; acetone / 49.75 h / -78 - 20 °C

With n-butyllithium; hydrogen bromide; In methanol; diethyl ether; hexane; 2.2: Wittig reaction;

DOI:10.1080/104265090507678

Reference yield:

4-diacetoxymethyl-2-methyl-benzoic acid ethyl ester (863602-87-3) → ethyl (E)-4-[(2,3-dihydro-2,2,4,4-tetramethyl-2H-1-benzothiopyran-6-yl)-1-propenyl]-2-methylbenzoate (203855-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 21 percent / aq. H₂SO₄ / ethanol

2.1: n-butyllithium / hexane; diethyl ether / 1 h / 20 °C

2.2: 40 percent / hexane; diethyl ether; acetone / 49.75 h / -78 - 20 °C

With n-butyllithium; sulfuric acid; In diethyl ether; ethanol; hexane; 2.2: Wittig reaction;

DOI:10.1080/104265090507678

upstream raw materials:

4-carboethoxy-3-methylbenzaldehyde

2,2,4,4-tetramethylthiochroman-6-(1-hydroxyethane)

4-diacetoxymethyl-2-methyl-benzoic acid ethyl ester

2,4-dimethylbenzoic acid ethyl ester