(R)-(-)-α-Phenyl-γ-methylallyl alcohol

Base Information

• Chemical Name: (R)-(-)-α-Phenyl-γ-methylallyl alcohol
• CAS No.: 87246-95-5
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.205
• Mol file: 87246-95-5.mol

Synonyms:(R)-(-)-α-Phenyl-γ-methylallyl alcohol

Chemical Property of (R)-(-)-α-Phenyl-γ-methylallyl alcohol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-α-Phenyl-γ-methylallyl alcohol

There total 23 articles about (R)-(-)-α-Phenyl-γ-methylallyl alcohol 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: 99.9%

phenylmagnesium bromide (100-58-3) + crotonaldehyde (123-73-9,4170-30-3) → 1-phenyl-2-buten-1-ol (52755-38-1,52755-39-2,87246-95-5,92075-81-5,100017-30-9,115793-56-1,146566-32-7,3347-57-7)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 7.5h;

Reference yield: 90.0%

1-phenylbut-2-en-1-one (495-41-0) → 1-phenyl-2-buten-1-ol (52755-38-1,52755-39-2,87246-95-5,92075-81-5,100017-30-9,115793-56-1,146566-32-7,3347-57-7)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In methanol; 1a) 30 min, 25 deg C, 1b) 0 deg C, 1 h;

DOI:10.1246/cl.1991.1847

Reference yield: 80.0%

(E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0) → (R)-(-)-α-Phenyl-γ-methylallyl alcohol (87246-95-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(1,5-cyclooctadiene)nickel⁽⁰⁾; (S)-4-(tert-butyl)-2-(pyrimidin-2-yl)-4,5-dihydrooxazole; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In toluene; at -40 ℃; for 0.666667h; enantiospecific reaction; Glovebox; Sealed tube;

DOI:10.1021/jacs.1c08695

upstream raw materials:

crotonaldehyde

trans-2-propenyl bromide

benzaldehyde

allylmagnesium bromide

Downstream raw materials:

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

(3-methyloxiran-2-yl)(phenyl)methanone

(Z)-1-phenylbut-2-en-1-one

1-phenylbut-2-en-1-yl acetate