Benzenepropanal, 2-chloro-b-methyl-, (S)-

Base Information

• Chemical Name: Benzenepropanal, 2-chloro-b-methyl-, (S)-
• CAS No.: 110065-38-8
• Molecular Formula: C₁₀H₁₁ClO
• Molecular Weight: 182.65
• Mol file: 110065-38-8.mol

Synonyms:

Chemical Property of Benzenepropanal, 2-chloro-b-methyl-, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenepropanal, 2-chloro-b-methyl-, (S)-

There total 5 articles about Benzenepropanal, 2-chloro-b-methyl-, (S)- 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:

(E)-3-(2-chlorophenyl)but-2-enal → (R)-3-(2-chlorophenyl)butanal (104548-39-2) + (S)-3-(2-chlorophenyl)butanal (110065-38-8)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C-undecyl resorcin[4]arene; L-proline; In chloroform-d1; water; at 30 ℃; for 72h; Reagent/catalyst; Overall yield = 40 %Chromat.; enantioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.7b08976

Reference yield:

1-(2-chlorophenyl)ethanone (2142-68-9) → (R)-3-(2-chlorophenyl)butanal (104548-39-2) + (S)-3-(2-chlorophenyl)butanal (110065-38-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 15 h / 0 - 20 °C / Inert atmosphere

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 - 20 °C / Inert atmosphere

3.1: manganese(IV) oxide / chloroform / 2 h / 60 °C / Inert atmosphere

4.1: L-proline; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate / chloroform-d1; water / 72 h / 30 °C / Inert atmosphere; Sealed tube

With manganese(IV) oxide; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; L-proline; In tetrahydrofuran; chloroform-d1; chloroform; water; toluene; mineral oil;

DOI:10.1021/jacs.7b08976

Reference yield:

ethyl (2E)-3-(2'-chlorophenyl)but-2-enoate (648425-40-5) → (R)-3-(2-chlorophenyl)butanal (104548-39-2) + (S)-3-(2-chlorophenyl)butanal (110065-38-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 - 20 °C / Inert atmosphere

2: manganese(IV) oxide / chloroform / 2 h / 60 °C / Inert atmosphere

3: L-proline; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate / chloroform-d1; water / 72 h / 30 °C / Inert atmosphere; Sealed tube

With manganese(IV) oxide; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium bis(2-methoxyethoxy)aluminium dihydride; L-proline; In chloroform-d1; chloroform; water; toluene;

DOI:10.1021/jacs.7b08976

upstream raw materials:

(2S,3R,4S,5R)-2-[(E)-2-(2-Chloro-phenyl)-vinyl]-3,4-dimethyl-5-phenyl-oxazolidine

1-(2-chlorophenyl)ethanone

ethyl (2E)-3-(2'-chlorophenyl)but-2-enoate

(2E)-3-(2'-chlorophenyl)but-2-en-1-ol