(trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate

Base Information

• Chemical Name: (trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate
• CAS No.: 59339-61-6
• Molecular Formula: C₁₁H₁₂Br₂O₂
• Molecular Weight: 336.023
• Mol file: 59339-61-6.mol

Synonyms:

Chemical Property of (trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate

There total 3 articles about (trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate 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: 95.0%

methyl 3-(4-methylphenyl)acrylate (7560-43-2,20754-20-5,50363-84-3) → (trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate (59339-61-6,59339-62-7,148547-94-8)

Guidance literature:

With Oxalyl bromide; Triphenylphosphine oxide; In 1,2-dichloro-ethane; at 40 ℃; for 24h; diastereoselective reaction; Molecular sieve; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4cc02847c

Reference yield: 67.0%

4-methyl-benzaldehyde (104-87-0) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → (trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate (59339-61-6,59339-62-7,148547-94-8)

Guidance literature:

4-methyl-benzaldehyde; methyl (triphenylphosphoranylidene)acetate; In 1,2-dichloro-ethane; at 20 ℃; for 3h; Molecular sieve; Schlenk technique; Inert atmosphere;

With Oxalyl bromide; In 1,2-dichloro-ethane; at 40 ℃; for 24h; diastereoselective reaction; Schlenk technique; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.joc.5b02618

Reference yield:

(2RS,3SR)-2,3-dibromo-3-(4-methylphenyl)propanoic acid (52916-86-6,83263-30-3) → (trans)-methyl 2,3-dibromo-3-(p-tolyl)propanoate (59339-61-6,59339-62-7,148547-94-8)

Guidance literature:

DOI:10.1021/ja01277a051

upstream raw materials:

(2RS,3SR)-2,3-dibromo-3-(4-methylphenyl)propanoic acid

methyl 3-(4-methylphenyl)acrylate

4-methyl-benzaldehyde

methyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

(Z)-2-bromo-3-(p-tolyl)propenoic acid

(Z)-methyl 2-bromo-3-(p-tolyl)propenoate

(E)-methyl 2-bromo-3-(p-tolyl)propenoate

3-p-tolyl-acrylic acid methyl ester