4,4-Dimethyl-5-phenyl-2,3-dihydropyrrol-2-ol

Base Information

• Chemical Name: 4,4-Dimethyl-5-phenyl-2,3-dihydropyrrol-2-ol
• CAS No.: 85826-52-4
• Molecular Formula: C12H15NO
• Molecular Weight: 189.257
• DSSTox Substance ID: DTXSID80390653
• Nikkaji Number: J3.609.958E
• Mol file: 85826-52-4.mol

Synonyms:4,4-dimethyl-5-phenyl-2,3-dihydropyrrol-2-ol;3,3-dimethyl-2-phenyl-1-pyrrolin-5-ol;85826-52-4;ST026286;Oprea1_602939;DTXSID80390653;AKOS006278569;2-Phenyl-3,3-dimethyl-1-pyrroline-5-ol;J3.609.958E

Chemical Property of 4,4-Dimethyl-5-phenyl-2,3-dihydropyrrol-2-ol

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(N=C1C2=CC=CC=C2)O)C

Technology Process of 4,4-Dimethyl-5-phenyl-2,3-dihydropyrrol-2-ol

There total 7 articles about 4,4-Dimethyl-5-phenyl-2,3-dihydropyrrol-2-ol 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: 81.0%

2-methyl-1-phenyl-1-propanone O-vinyloxime (142266-94-2) → 3,3-dimethyl-5-hydroxy-2-phenyl-Δ1-pyrroline (85826-52-4)

Guidance literature:

With potassium hydroxide semihydrate; In dimethyl sulfoxide; at 50 ℃; for 1h;

DOI:10.1016/j.tet.2016.08.088

Reference yield: 32.0%

isopropyl phenyl ketoxime (72846-70-9,72846-71-0,6668-39-9) + acetylene (74-86-2,25067-58-7) → 2-methyl-1-phenyl-1-propanone O-(4,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrol-2-yl)oxime + 2-methyl-1-phenyl-1-propanone O-(4,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrol-2-yl)oxime + 3,3-dimethyl-2-phenyl-3H-pyrrole (103660-70-4) + 3,3-dimethyl-5-hydroxy-2-phenyl-Δ1-pyrroline (85826-52-4)

Guidance literature:

isopropyl phenyl ketoxime; With sodium hydroxide; In dimethyl sulfoxide; at 105 - 110 ℃;

acetylene; In water; dimethyl sulfoxide; at 90 ℃; for 4h;

DOI:10.1016/j.tetlet.2016.06.025

Reference yield: 30.0%

isopropyl phenyl ketoxime (72846-70-9,72846-71-0,6668-39-9) + acetylene (74-86-2,25067-58-7) → 4,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole (2045-74-1) + 4,4-dimethyl-5-phenyl-1-vinyl-2-pyrrolidinone + 3,3-dimethyl-2-phenyl-3H-pyrrole (103660-70-4) + 3,3-dimethyl-5-hydroxy-2-phenyl-Δ1-pyrroline (85826-52-4)

Guidance literature:

With potassium hydroxide semihydrate; In dimethyl sulfoxide; at 90 ℃; for 4h; under 760.051 Torr;

DOI:10.1016/j.mencom.2014.03.012

upstream raw materials:

(E)-N-(2-methyl-1-phenylpropylidene)oxime

acetylene

isopropyl phenyl ketoxime

2-methyl-1-phenyl-1-propanone O-vinyloxime