Benzenepropanal, b-(phenylmethoxy)-

Base Information

• Chemical Name: Benzenepropanal, b-(phenylmethoxy)-
• CAS No.: 132816-01-4
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Mol file: 132816-01-4.mol

Synonyms:

Chemical Property of Benzenepropanal, b-(phenylmethoxy)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanal, b-(phenylmethoxy)-

There total 10 articles about Benzenepropanal, b-(phenylmethoxy)- 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: 67.0%

2-(2-(benzyloxy)-2-phenylethyl)-1,3-dioxolane → 3-(benzyloxy)-3-phenylpropanal (132816-01-4)

Guidance literature:

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0035-1561934

Reference yield:

4-(benzyloxy)-4-phenyl-1-butene (137438-51-8) → 3-(benzyloxy)-3-phenylpropanal (132816-01-4)

Guidance literature:

With ozone; triphenylphosphine; Yield given. Multistep reaction; 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂, r.t., 1 h;

Reference yield:

benzaldehyde (100-52-7) → 3-(benzyloxy)-3-phenylpropanal (132816-01-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: titanium complex / tetrahydrofuran; diethyl ether / 0 °C

1.2: tetrahydrofuran; diethyl ether / -78 °C

2.1: OsO₄ / tetrahydrofuran; H₂O / 20 °C

2.2: NaIO₄ / tetrahydrofuran; H₂O

With osmium(VIII) oxide; titanium; In tetrahydrofuran; diethyl ether; water;

DOI:10.1021/jo010653d

upstream raw materials:

4-(benzyloxy)-4-phenyl-1-butene

1-Phenyl-3-buten-1-ol

benzaldehyde

benzyl bromide

Downstream raw materials:

(anti)-1-(benzyloxy)-4,4-dimethyl-1-phenyl-5-hexen-3-ol

(syn)-1-(benzyloxy)-4,4-dimethyl-1-phenyl-5-hexen-3-ol

2-[2-(benzyloxy)-2-phenylethyl]-1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine

1-(benzyloxy)-3-<(3-methyl-2-butenyl)oxy>-1-phenyl-3-(phenylthio)propane

Refernces

• 1、 Quinio, Pauline,Kohout, Laura,Roman, Daniela Sustac,Gaar, Jakob,Karaghiosoff, Konstantin,Knochel, Paul. "Sc(OTf)3-Catalyzed Addition of Bromomagnesium 2-Vinyloxy Ethoxide to Various Aldehydes Leading to Protected Aldol Products". supporting information. p. 1715 - 1719. Retrieved 2016/07/06.
• 2、 Hoffmann, Rolf,Brueckner, Reinhard. "Asymmetric Induction in Reductively Initiated -Wittig and Retro -Brook Rearrangements of Secondary Carbanions". . p. 1471 - 1484. Retrieved 2007/10/02.