2-Phenyl-4-hydroxy-butyraldehyd

Base Information

• Chemical Name: 2-Phenyl-4-hydroxy-butyraldehyd
• CAS No.: 22927-18-0
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• Mol file: 22927-18-0.mol

Synonyms:2-Phenyl-4-hydroxy-butyraldehyd

Chemical Property of 2-Phenyl-4-hydroxy-butyraldehyd

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Phenyl-4-hydroxy-butyraldehyd

There total 11 articles about 2-Phenyl-4-hydroxy-butyraldehyd 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:

carbon monoxide (201230-82-2) + 3-Phenylpropenol (104-54-1) → C10H12O2 (189288-23-1) + 2-Phenyl-4-hydroxy-butyraldehyd (22927-18-0)

Guidance literature:

3-Phenylpropenol; With dicarbonylacetylacetonato rhodium (I); C₁₇H₂₀NOP; toluene-4-sulfonic acid; In benzene; at 45 ℃; for 0.166667h; Inert atmosphere;

carbon monoxide; With hydrogen; In benzene; at 45 ℃; for 16h; under 5171.62 Torr; regioselective reaction;

DOI:10.1021/ol200782d

Reference yield:

1-phenyl-3-(4,4,6-trimethyl-[1,3]oxazinan-2-yl)-propan-1-ol (22944-90-7) → 2-Phenyl-4-hydroxy-butyraldehyd (22927-18-0)

Guidance literature:

With oxalic acid;

DOI:10.1021/ja01036a076

Reference yield:

(E)-(S)-4-Hydroxy-1-phenyl-pent-1-en-3-one (103635-88-7) → 2-Phenyl-4-hydroxy-butyraldehyd (22927-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1: silylation

2: sodium borohydride

3: 70 percent / propionic acid / 138 °C / Johnson-Claisen rearrangement

4: O₃

With sodium tetrahydroborate; ozone; In propionic acid;

DOI:10.1016/S0040-4039(01)91269-9

upstream raw materials:

1-phenyl-3-(4,4,6-trimethyl-[1,3]oxazinan-2-yl)-propan-1-ol

oxirane

2-benzyl-4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazine

(E)-(3S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-phenyl-hept-4-enoic acid ethyl ester

Downstream raw materials:

5-phenyloxolan-2-ol

Refernces

• 1、 Hiyama, Tamejiro,Kobayashi, Kumi,Fujita, Makoto. "SYNTHESIS OF 1-SUBSTITUTED (S)-4-ACETOXY-1-PENTEN-3-ONES USING (S)-LACTIC ACID AS A CHIRAL SOURCE AND THEIR SYNTHETIC REACTIONS". . p. 4959 - 4962. Retrieved 2007/10/02.