4,4-Diethoxy-N,N-dimethyl-1-butanamine

Base Information

• Chemical Name: 4,4-Diethoxy-N,N-dimethyl-1-butanamine
• CAS No.: 1116-77-4
• Molecular Formula: C10H23NO2
• Molecular Weight: 189.298
• Hs Code.: 29225090
• European Community (EC) Number: 601-109-1
• UNII: P64QEI4T0I
• DSSTox Substance ID: DTXSID50338168
• Wikidata: Q72468903
• Mol file: 1116-77-4.mol

Synonyms:1116-77-4;4,4-Diethoxy-N,N-dimethyl-1-butanamine;(4,4-Diethoxy-butyl)-dimethyl-amine;4,4-diethoxy-N,N-dimethylbutan-1-amine;4,4-Diethoxy-N,N-dimethylbutanamine;4,4-Diethoxy-N,N-dimethylbutylamine;1-Butanamine, 4,4-diethoxy-N,N-dimethyl-;4-(Dimethylamino)butyraldehyde Diethyl Acetal;4,4-Diethoxy-N,N-dimethyl butylamine;4-dimethylaminobutyraldehyde diethyl acetal;MFCD00671479;111666-77-4;P64QEI4T0I;4-(dimethylamino)butanal diethyl acetal;4,4-Diethoxy-N, N-dimethyl-butylamine;4-Dimethylaminobutyraldehyde diethylacetal;UNII-P64QEI4T0I;SCHEMBL823290;DTXSID50338168;4-dimethylaminobutanal diethylacetal;BAA11677;AKOS015908664;AC-2019;SB30689;4-(dimethylamino) butanal diethylacetal;(4,4-DIETHOXYBUTYL)DIMETHYLAMINE;AS-13097;SY049351;4,4-Diethoxy-N,N-dimethyl-1-butanamine #;4-(dimethylamino)-butyraldehyde diethylacetal;CS-0186902;D3973;FT-0654014;FT-0654496;W11982;A802394;Q-101941

Chemical Property of 4,4-Diethoxy-N,N-dimethyl-1-butanamine

Chemical Property:

• Appearance/Colour: Colorless to light-yellowish lucent liquid
• Vapor Pressure: 0.0649mmHg at 25°C
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 230.7 °C at 760 mmHg
• PKA: 9.71±0.28(Predicted)
• Flash Point: 62.6 °C
• PSA: 21.70000
• Density: 0.884 g/cm³
• LogP: 1.72730
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 189.172878976
• Heavy Atom Count: 13
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

4-Dimethylaminobutyraldehyde Diethyl Acetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 41-34-10-36/37/38
• Safety Statements: 26-36/37/39-16-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(CCCN(C)C)OCC
• Uses: 4,4-Diethoxy-N,N-dimethyl-1-butanamine is used in organic synthesis and pharmaceutical intermediates, it is an intermediate for Sumatriptan, Rizatriptan, Almotriptan, Zolmitriptan.

Technology Process of 4,4-Diethoxy-N,N-dimethyl-1-butanamine

There total 8 articles about 4,4-Diethoxy-N,N-dimethyl-1-butanamine 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: 75.8%

3-(Dimethylamino)propyl chloride (109-54-6) + orthoformic acid triethyl ester (122-51-0) → 4,4-diethoxy-N,N-dimethyl-1-butanamine (1116-77-4)

Guidance literature:

With iodine; magnesium; In benzene; for 3.25 - 4.33333h; Heating / reflux;

Reference yield: 72.7%

diethyl phenyl orthoformate (14444-77-0) + 3-(Dimethylamino)propyl chloride (109-54-6) → 4,4-diethoxy-N,N-dimethyl-1-butanamine (1116-77-4)

Guidance literature:

3-(Dimethylamino)propyl chloride; With iodine; magnesium; In benzene; for 3.25 - 4.25h; Heating / reflux;

diethyl phenyl orthoformate; In benzene; for 3h;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-aminobutyrylaldehyde diethylacetal (6346-09-4) → 4,4-diethoxy-N,N-dimethyl-1-butanamine (1116-77-4)

Guidance literature:

With titanium(IV) isopropylate; sodium tetrahydroborate; Yield given. Multistep reaction; 1.) diglyme, 60 deg C, 30 min then r.t., 30 min; 2.) diglyme, r.t., 2.5 h then 60 deg C, 2.5 h;

DOI:10.1016/0040-4039(94)85230-8

upstream raw materials:

TMABAL diethyl acetal iodide

3-(N,N-dimethylamino)propylmagnesium chloride

orthoformic acid triethyl ester

formaldehyd

Downstream raw materials:

N,N-dimethyl-4-aminobutyraldehyde

zolmitriptan

rizatriptan

C₁₄H₂₄N₄O₂S

Refernces

• 1、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF 4-(N, N-DISUBSTITUTEDAMINO) BUTYRALDEHYDE ACETALS". Page 14-15. . Retrieved 2010/02/04.