3-(2-(Pyrrolidin-1-yl)ethoxy)benzaldehyde

Base Information

• Chemical Name: 3-(2-(Pyrrolidin-1-yl)ethoxy)benzaldehyde
• CAS No.: 186190-91-0
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.283
• European Community (EC) Number: 806-160-5
• DSSTox Substance ID: DTXSID60444744
• Wikidata: Q82262989
• Mol file: 186190-91-0.mol

Synonyms:186190-91-0;3-(2-(Pyrrolidin-1-yl)ethoxy)benzaldehyde;3-(2-Pyrrolidin-1-yl-ethoxy)-benzaldehyde;3-(2-pyrrolidin-1-ylethoxy)benzaldehyde;3-(2-pyrrolidin-1-yl-ethoxy)benzaldehyde;3-[2-(pyrrolidin-1-yl)ethoxy]benzaldehyde;SCHEMBL1283353;DTXSID60444744;NBHXDQSTKBOKNO-UHFFFAOYSA-N;AKOS000295510;3-[2-(1-pyrrolidinyl)ethoxy]benzaldehyde;CS-0449278;FT-0678803;3-(2-Pyrrolidin-1-yl-ethoxy)-benzaldehyde, AldrichCPR

Chemical Property of 3-(2-(Pyrrolidin-1-yl)ethoxy)benzaldehyde

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 219.125928785
• Heavy Atom Count: 16
• Complexity: 214

Purity/Quality:

97% ^*data from raw suppliers

3-(2-Pyrrolidin-1-yl-ethoxy)-benzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)CCOC2=CC=CC(=C2)C=O

Technology Process of 3-(2-(Pyrrolidin-1-yl)ethoxy)benzaldehyde

There total 4 articles about 3-(2-(Pyrrolidin-1-yl)ethoxy)benzaldehyde 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: 59.0%

1-(2-chloroethyl)pyrrolidine hydrochloride (7250-67-1) + meta-hydroxybenzaldehyde (100-83-4) → 3-[2-(1-pyrrolidinyl)ethoxy]benzaldehyde (186190-91-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 0.166667h;

Reference yield:

pyrrolidine (123-75-1) + m-(2-bromoethyloxy)benzaldehyde (186191-19-5) → 3-[2-(1-pyrrolidinyl)ethoxy]benzaldehyde (186190-91-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 8h; Reflux;

DOI:10.1016/j.bmc.2016.06.016

Reference yield:

meta-hydroxybenzaldehyde (100-83-4) → 3-[2-(1-pyrrolidinyl)ethoxy]benzaldehyde (186190-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 - 80 °C

2: potassium carbonate / N,N-dimethyl-formamide / 8 h / Reflux

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2016.06.016

upstream raw materials:

1-(2-chloroethyl)pyrrolidine hydrochloride

meta-hydroxybenzaldehyde

pyrrolidine

m-(2-bromoethyloxy)benzaldehyde