3-hydroxy-3-phenyl-2-methylpropionitrile

Base Information

• Chemical Name: 3-hydroxy-3-phenyl-2-methylpropionitrile
• CAS No.: 29478-57-7
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.203
• Mol file: 29478-57-7.mol

Synonyms:

Chemical Property of 3-hydroxy-3-phenyl-2-methylpropionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-3-phenyl-2-methylpropionitrile

There total 10 articles about 3-hydroxy-3-phenyl-2-methylpropionitrile 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: 98.0%

benzaldehyde (100-52-7) + propiononitrile (107-12-0) → 3-hydroxy-3-phenyl-2-methylpropionitrile (29478-57-7,29478-58-8,84466-45-5,84466-49-9,99059-93-5)

Guidance literature:

methoxy(cyclooctadiene)rhodium(I) dimer; tricyclohexylphosphine; In dimethyl sulfoxide; toluene; at 25 ℃; for 24h;

DOI:10.1039/b800634b

Reference yield: 83.0%

2-(1-hydroxybenzyl)acrylonitrile (19362-96-0) → 2-methyl-3-phenyl-acrylonitrile (1197-33-7) + 3-hydroxy-3-phenyl-2-methylpropionitrile (29478-57-7,29478-58-8,84466-45-5,84466-49-9,99059-93-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2004.10.088

Reference yield: 38.0%

benzaldehyde (100-52-7) + 2-bromopropionitrile (19481-82-4) → 3-hydroxy-3-phenyl-2-methylpropionitrile (29478-57-7,29478-58-8,84466-45-5,84466-49-9,99059-93-5)

Guidance literature:

With iron pentacarbonyl; Bromotrichloromethane; In benzene; at 80 ℃;

DOI:10.1023/B:RUJO.0000034937.39138.2a

upstream raw materials:

benzaldehyde

2-bromopropionitrile

propiononitrile

2-(1-hydroxybenzyl)acrylonitrile

Downstream raw materials:

1-hydroxy-2-methyl-1-phenylhex-5-en-3-one

syn,syn-3,6-dimethyl-2-phenyl-tetrahydropyran-4-one

anti,anti-3,6-dimethyl-2-phenyl-tetrahydropyran-4-one

E-β-methyl-β-(N-trifluoroacetyl-aminomethyl)styrene

Refernces

• 1、 Goto, Akihiro,Naka, Hiroshi,Noyori, Ryoji,Saito, Susumu. "One-pot nitrile aldolization/hydration operation giving β-hydroxy carboxamides". supporting information; experimental part. p. 1740 - 1743. Retrieved 2011/12/16.
• 2、 Goto, Akihiro,Endo, Kohei,Ukai, Yu,Irle, Stephan,Saito, Susumu. "RhI-catalyzed aldol-type reaction of organonitriles under mild conditions". . p. 2212 - 2214. Retrieved 2008/12/22.