N-Benzyl-3-pyrrolidinol

Base Information

• Chemical Name: N-Benzyl-3-pyrrolidinol
• CAS No.: 775-15-5
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Hs Code.: 2933990090
• European Community (EC) Number: 212-273-5
• DSSTox Substance ID: DTXSID70998682
• Nikkaji Number: J193.161J
• Mol file: 775-15-5.mol

Synonyms:3-Pyrrolidinol,1-benzyl- (6CI,7CI,8CI);(RS)-N-Benzyl-3-pyrrolidinol;1-(Phenylmethyl)-3-pyrrolidinol;1-Benzyl-3-hydroxypyrrolidine;1-Benzyl-3-pyrrolidinol;N-Benzyl-3-hydroxypyrrolidine;

Chemical Property of N-Benzyl-3-pyrrolidinol

Chemical Property:

• Vapor Pressure: 0.000592mmHg at 25°C
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 297.8 °C at 760 mmHg
• PKA: 14.82±0.20(Predicted)
• Flash Point: 115.7 °C
• PSA: 23.47000
• Density: 1.142 g/cm³
• LogP: 1.19110
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

1-Benzyl-3-pyrrolidinol >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 25-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CC1O)CC2=CC=CC=C2
• Uses: 1-Benzyl-3-pyrrolidinol was used in preparation of:potent calcium antagonist, 1-benzyl-3-pyrrolidinyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate(3R)-1-benzyl-3-methanesulfonyloxy pyrrolidine

Technology Process of N-Benzyl-3-pyrrolidinol

There total 49 articles about N-Benzyl-3-pyrrolidinol 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: 93.0%

(RS)-N-benzyl-3-hydroxypyrrolidine-2,5-dione (78027-57-3) → 1-benzyl-3-pyrrolidinol (775-15-5)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; at 20 ℃; for 120h;

DOI:10.1016/j.tet.2006.03.078

Reference yield: 73.8%

1,4-dichlorobutan-2-ol (2419-74-1,847375-52-4) + benzylamine (100-46-9) → 1-benzyl-3-pyrrolidinol (775-15-5)

Guidance literature:

In water; at 10 - 115 ℃; for 12h; under 9750.98 Torr; Autoclave; Sealed tube;

Reference yield: 63.0%

N-benzyl-3-pyrrolidinone (775-16-6) → 1-benzyl-3-pyrrolidinol (775-15-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 16h;

DOI:10.1002/anie.202001015

upstream raw materials:

1,4-dibromo-2-butanol

benzylamine

1-benzyl-2,5-dihydro-1H-pyrrole

(RS)-N-benzyl-3-hydroxypyrrolidine-2,5-dione

Downstream raw materials:

1-benzyl-3-acetoacetyloxypyrrolidine

1-Benzyl-3-toluenesulfonyloxypyrrolidine

pyrrolidin-3-ol

(S)-N-benzyl-3-hydroxypyrrolidine

Refernces

• 1、 Bode, Bela E.,Chabbra, Sonia,Champion, Sue,Dawson, Daniel M.,Sood, D. Eilidh,Sutherland, Andrew,Watson, Allan J. B.. "Deoxyfluorination with CuF2: Enabled by Using a Lewis Base Activating Group". supporting information. p. 8460 - 8463. Retrieved 2020/04/10.
• 2、 -. "Preparation method of N-substituent-3-hydroxytetrahydropyrrole". Paragraph 0022; 0023; 0024; 0025; 0026; 0027. . Retrieved 2017/08/29.