Benzoic acid, 4-[2-(acetyloxy)-1-methylethyl]-, (S)- (9CI)

Base Information

• Chemical Name: Benzoic acid, 4-[2-(acetyloxy)-1-methylethyl]-, (S)- (9CI)
• CAS No.: 145621-78-9
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.23716
• Mol file: 145621-78-9.mol

Synonyms:Benzoic acid, 4-[2-(acetyloxy)-1-methylethyl]-, (S)- (9CI)

Chemical Property of Benzoic acid, 4-[2-(acetyloxy)-1-methylethyl]-, (S)- (9CI)

Chemical Property:

• PSA: 63.60000
• LogP: 2.05140

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-[2-(acetyloxy)-1-methylethyl]-, (S)- (9CI)

There total 8 articles about Benzoic acid, 4-[2-(acetyloxy)-1-methylethyl]-, (S)- (9CI) 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: 81.2%

Acetic acid (S)-2-(4-formyl-phenyl)-propyl ester (145621-77-8) → 4-((S)-2-Acetoxy-1-methyl-ethyl)-benzoic acid (145621-78-9)

Guidance literature:

With jones reagent; In acetone; for 2h; Ambient temperature;

DOI:10.1248/cpb.40.1721

Reference yield: 69.4%

(S)-(-)-p-(2-acetoxy-1-methylethyl)benzyl alcohol (145621-75-6) → Acetic acid (S)-2-(4-formyl-phenyl)-propyl ester (145621-77-8) + 4-((S)-2-Acetoxy-1-methyl-ethyl)-benzoic acid (145621-78-9)

Guidance literature:

With jones reagent; In acetone; for 2h; Ambient temperature;

DOI:10.1248/cpb.40.1721

Reference yield:

(S)-methyl 2-phenylpropanoate (28645-07-0) → 4-((S)-2-Acetoxy-1-methyl-ethyl)-benzoic acid (145621-78-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 94.2 percent / lithium aluminum hydride / diethyl ether / 2 h / Ambient temperature

2: 88.4 percent / pyridine / 1.5 h / 70 - 80 °C

3: 66.4 percent / aluminum chloride / CCl₄ / 0.5 h / 0 - 5 °C

4: 53.3 percent / silver nitrate / acetone; H₂O / 3 h / Ambient temperature

5: 11.3 percent / Jones reagent / acetone / 2 h / Ambient temperature

6: 81.2 percent / Jones reagent / acetone / 2 h / Ambient temperature

With lithium aluminium tetrahydride; aluminium trichloride; jones reagent; silver nitrate; In pyridine; tetrachloromethane; diethyl ether; water; acetone;

DOI:10.1248/cpb.40.1721

upstream raw materials:

Acetic acid (S)-2-(4-formyl-phenyl)-propyl ester

(S)-(-)-p-(2-acetoxy-1-methylethyl)benzyl alcohol

(S)-2-Phenylpropionic acid

(S)-methyl 2-phenylpropanoate

Downstream raw materials:

4-((S)-2-Acetoxy-1-methyl-ethyl)-benzoic acid methyl ester

2--1-propanol

methyl (S)-(-)-p-(2-hydroxy-1-methylethyl)benzoate