(2-hydroxymethylphenyl)carbamic acid but-3-enyl ester

Base Information

• Chemical Name: (2-hydroxymethylphenyl)carbamic acid but-3-enyl ester
• CAS No.: 618113-57-8
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.256
• Mol file: 618113-57-8.mol

Synonyms:(2-hydroxymethylphenyl)carbamic acid but-3-enyl ester

Chemical Property of (2-hydroxymethylphenyl)carbamic acid but-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-hydroxymethylphenyl)carbamic acid but-3-enyl ester

There total 1 articles about (2-hydroxymethylphenyl)carbamic acid but-3-enyl ester 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%

2-Aminobenzyl alcohol (5344-90-1) + 3-butenyl chloroformate (88986-45-2) → (2-hydroxymethylphenyl)carbamic acid but-3-enyl ester (618113-57-8)

Guidance literature:

With pyridine; In dichloromethane; at -5 - 25 ℃; for 24h;

DOI:10.1016/S0040-4020(03)00915-3

Reference yield: 98.0%

(2-hydroxymethylphenyl)carbamic acid but-3-enyl ester (618113-57-8) → (2-chloromethylphenyl)carbamic acid but-3-enyl ester (618113-55-6)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 0 - 25 ℃; for 5h;

DOI:10.1016/S0040-4020(03)00915-3

Reference yield:

(2-hydroxymethylphenyl)carbamic acid but-3-enyl ester (618113-57-8) → 1-methyl-2-phenethyl-1,2,3,4-tetrahydroquinoline (88782-97-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / Et₃N; SOCl₂ / CH₂Cl₂ / 5 h / 0 - 25 °C

2: 32 percent / Cs₂CO₃ / CH₂Cl₂ / 72 h / 25 °C

3: 89 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

4: 68 percent / imidazole; PPh₃; I₂ / diethyl ether; acetonitrile / 24 h / 25 °C

5: 47 percent / LiCl; CuCl₂ / tetrahydrofuran / 24 h / -5 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; thionyl chloride; iodine; caesium carbonate; triethylamine; triphenylphosphine; lithium chloride; copper dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(03)00915-3

upstream raw materials:

2-Aminobenzyl alcohol

3-butenyl chloroformate

Downstream raw materials:

(2-chloromethylphenyl)carbamic acid but-3-enyl ester

1-methyl-2-phenethyl-1,2,3,4-tetrahydroquinoline