Butoxycaine

Base Information

• Chemical Name: Butoxycaine
• CAS No.: 3772-43-8
• Molecular Formula: C17H27NO3
• Molecular Weight: 293.406
• UNII: 89M880K35B
• DSSTox Substance ID: DTXSID50870957
• Nikkaji Number: J2.301.278B
• Wikidata: Q27270050
• NCI Thesaurus Code: C98192
• Mol file: 3772-43-8.mol

Synonyms:Butoxycaine;3772-43-8;2-(DIETHYLAMINO)ETHYL 4-BUTOXYBENZOATE;UNII-89M880K35B;89M880K35B;benzoic acid,4-butoxy-,2-(diethylamino)ethyl ester;BUTOXYCAINE [MI];SCHEMBL25553;BUTOXYCAINE [WHO-DD];DTXSID50870957;2-diethylaminoethyl p-butoxybenzoate;2-DIETHYLAMINOETHYL-(P-BUTOXYBENZOATE);4-Butoxybenzoic acid 2-(diethylamino)ethyl ester;Q27270050

Chemical Property of Butoxycaine

Chemical Property:

• Vapor Pressure: 1.89E-06mmHg at 25°C
• Boiling Point: 395°Cat760mmHg
• Flash Point: 192.7°C
• PSA: 38.77000
• Density: 1.009g/cm³
• LogP: 3.36410
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 293.19909372
• Heavy Atom Count: 21
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Butoxycaine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=CC=C(C=C1)C(=O)OCCN(CC)CC

Technology Process of Butoxycaine

There total 14 articles about Butoxycaine 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: 96.0%

carbon monoxide (201230-82-2) + 1-bromo-4-butoxybenzene (39969-57-8) + 2-(Diethylamino)ethanol (100-37-8) → butoxycaine (3772-43-8)

Guidance literature:

With dmap; sodium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; catacxium A; In toluene; at 100 ℃; for 18h; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1021/ja502911e

Reference yield: 91.0%

1-bromo-4-butoxybenzene (39969-57-8) + 2-(Diethylamino)ethanol (100-37-8) → butoxycaine (3772-43-8)

Guidance literature:

With dmap; carbon monoxide; sodium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; catacxium A; In toluene; at 100 ℃; for 18h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.7b00463

Reference yield: 89.0%

→ butoxycaine (3772-43-8)

Guidance literature:

upstream raw materials:

diethylamine

2-(Diethylamino)ethanol

4-(n-butyloxy)benzoyl chloride

4-butoxy-thiobenzoic acid S-(2-diethylamino-ethyl ester)

Refernces

• 1、 Wang, Xueqiang,Li, Chenchen,Wang, Xia,Wang, Qingli,Dong, Xiu-Qin,Duan, Abing,Zhao, Wanxiang. "Metal-Free Etherification of Aryl Methyl Ether Derivatives by C-OMe Bond Cleavage". supporting information. p. 4267 - 4272. Retrieved 2018/07/29.
• 2、 Lescot, Camille,Nielsen, Dennis U.,Makarov, Ilya S.,Lindhardt, Anders T.,Daasbjerg, Kim,Skrydstrup, Troels. "Efficient fluoride-catalyzed conversion of CO2 to CO at room temperature". supporting information. p. 6142 - 6147. Retrieved 2014/05/20.