3-Acetoxychroman

Base Information

• Chemical Name: 3-Acetoxychroman
• CAS No.: 27501-03-7
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• Mol file: 27501-03-7.mol

Synonyms:

Chemical Property of 3-Acetoxychroman

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Acetoxychroman

There total 5 articles about 3-Acetoxychroman 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: 93.0%

1-acetoxy-2-(2,3-epoxypropyl)benzene (67959-44-8) → 3-Chromanyl acetate (27501-03-7)

Guidance literature:

With sodium iodide; In acetone; at 70 ℃;

DOI:10.1248/cpb.38.2088

Reference yield: 84.0%

Trimethyl orthoacetate (1445-45-0) + 3-(2-hydroxyphenyl)propane-1,2-diol (24454-25-9) → 3-Chromanyl acetate (27501-03-7)

Guidance literature:

Trimethyl orthoacetate; 3-(2-hydroxyphenyl)propane-1,2-diol; With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 0.25h;

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃;

DOI:10.1021/ja043002i

Reference yield:

o-Allylphenol (1745-81-9) → 3-Chromanyl acetate (27501-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / NMO; OsO₄ / acetone; H₂O / 20 °C

2.1: PPTS / CH₂Cl₂ / 0.25 h / 20 °C

2.2: 84 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; pyridinium p-toluenesulfonate; In dichloromethane; water; acetone;

DOI:10.1021/ja043002i

upstream raw materials:

1-acetoxy-2-(2,3-epoxypropyl)benzene

Trimethyl orthoacetate

3-(2-hydroxyphenyl)propane-1,2-diol

o-Allylphenol

Downstream raw materials:

3,4-dihydro-2H-1-benzopyran-3-ol

Refernces

• 1、 Kawamura,Ohta,Otani. "A new method for the synthesis of 3-chromanol derivatives by sodium iodide-catalyzed cyclization of epoxide". . p. 2088 - 2901. Retrieved 2007/10/02.