(R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde

Base Information

• Chemical Name: (R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde
• CAS No.: 149169-91-5
• Molecular Formula: C₂₁H₂₆O₂
• Molecular Weight: 310.436
• Mol file: 149169-91-5.mol

Synonyms:(R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde

Chemical Property of (R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde

There total 8 articles about (R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde 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: 64.0%

2-[(R)-1-(4-tert-Butyl-phenyl)-propyl]-6-hydroxymethyl-3-methyl-phenol → (R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde (149169-91-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In ethyl acetate; for 31h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89368-6

Reference yield:

4-tert-Butylbenzaldehyde (939-97-9) → (R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde (149169-91-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) NaH / 1.) THF, 2 h, room temp.; 2.) 12 h, room temp.

2: 96 percent / DIBAH / CH₂Cl₂; hexane / 1.) 15 min, - 78 deg C; 2.) 16 h, room temp.

3: 96 percent / PPh₃, Br₂ / acetonitrile / 22 h / Ambient temperature

4: 74 percent / NaH / dimethylformamide; paraffin / Ambient temperature

5: 1.) CaCO₃, 2.) H₂ / 2.) Pd/C / 1.) 180 deg C, 15 h; 2.) ethyl acetate, 3 h

6: 1.) NaOH / 1.) EtOH, water, 27 h at room temperature then 30 min at 60 deg C;

7: 98 percent / LAH / tetrahydrofuran / 1 h / 60 °C

8: 64 percent / DDQ / ethyl acetate / 31 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; hydrogen; bromine; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; paraffin;

DOI:10.1016/S0040-4020(01)89368-6

Reference yield:

(E)-1-(3-bromoprop-1-en-1-yl)-4-(tert-butyl)benzene (149169-92-6) → (R)-4-methyl-3-<1-(p-t-butylphenyl)propyl>salicylaldehyde (149169-91-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / NaH / dimethylformamide; paraffin / Ambient temperature

2: 1.) CaCO₃, 2.) H₂ / 2.) Pd/C / 1.) 180 deg C, 15 h; 2.) ethyl acetate, 3 h

3: 1.) NaOH / 1.) EtOH, water, 27 h at room temperature then 30 min at 60 deg C;

4: 98 percent / LAH / tetrahydrofuran / 1 h / 60 °C

5: 64 percent / DDQ / ethyl acetate / 31 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; hydrogen; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; paraffin;

DOI:10.1016/S0040-4020(01)89368-6

upstream raw materials:

4-tert-Butylbenzaldehyde

(E)-3-(4-(tert-butyl)phenyl)prop-2-en-1-ol

(E)-1-(3-bromoprop-1-en-1-yl)-4-(tert-butyl)benzene

ethyl (E)-3-[4-(tert-butylphenyl)]-2-propenoate