Tert-butyl 4-(cyanomethyl)cinnamate

Base Information

• Chemical Name: Tert-butyl 4-(cyanomethyl)cinnamate
• CAS No.: 120225-74-3
• Molecular Formula: C15H17 N O2
• Molecular Weight: 243.305
• European Community (EC) Number: 631-397-4
• Wikidata: Q76423979
• Mol file: 120225-74-3.mol

Synonyms:120225-74-3;TERT-BUTYL 4-(CYANOMETHYL)CINNAMATE;tert-Butyl 3-(4-(cyanomethyl)phenyl)acrylate;(E)-tert-Butyl 3-(4-(cyanomethyl)phenyl)acrylate;tert-butyl (E)-3-[4-(cyanomethyl)phenyl]prop-2-enoate;TERT-BUTYL 3-[4-(CYANOMETHYL)PHENYL]PROP-2-ENOATE;MFCD16293790;AKOS016000368;tert-Butyl3-(4-(cyanomethyl)phenyl)acrylate;F31258;t-Butyl 3-[4-(cyanomethyl)phenyl]prop-2-enoate;J-004282

Chemical Property of Tert-butyl 4-(cyanomethyl)cinnamate

Chemical Property:

• PSA: 50.09000
• LogP: 3.10758
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane, Ethyl Acetate, Methasnol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 348

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-(Cyanomethyl)cinnamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C=CC1=CC=C(C=C1)CC#N
• Isomeric SMILES: CC(C)(C)OC(=O)/C=C/C1=CC=C(C=C1)CC#N

Technology Process of Tert-butyl 4-(cyanomethyl)cinnamate

There total 1 articles about Tert-butyl 4-(cyanomethyl)cinnamate 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: 80.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + 4-Bromophenylacetonitrile (16532-79-9) → (E)-tert-butyl 3-(4-(cyanomethyl)phenyl)acrylate (120225-74-3)

Guidance literature:

With tetrabutylammomium bromide; silica gel; potassium carbonate; In neat (no solvent); for 1h; Milling;

DOI:10.3762/bjoc.13.160

Reference yield: 84.0%

(E)-tert-butyl 3-(4-(cyanomethyl)phenyl)acrylate (120225-74-3) → tert-butyl 3-<4-(2-aminoethyl)phenyl>propionate (120225-79-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In isopropyl alcohol; for 7h; under 2585.7 Torr; Heating;

DOI:10.1021/jm00169a015

Reference yield:

(E)-tert-butyl 3-(4-(cyanomethyl)phenyl)acrylate (120225-74-3) → p-(2-t-butoxycarbonyl-ethyl)-phenyl-acetonitrile (120225-78-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 2280 Torr;

DOI:10.1021/jm00102a008

upstream raw materials:

tert-Butyl acrylate

4-Bromophenylacetonitrile

Downstream raw materials:

tert-butyl 3-<4-(2-aminoethyl)phenyl>propionate

p-(2-t-butoxycarbonyl-ethyl)-phenyl-acetonitrile

2-<<4-<2-(tert-butoxycarbonyl)etyl>phenethyl>amino>-2',3'-O-isopropylideneadenosine-5'-N-ethylcarboxamide

2-p-(2-carboxyethyl)phenethylamino-5'-N-ethylcarboxamidoadenosine hydrochloride

Refernces

• 1、 Hutchison, Alan J.,Williams, Michael,Jesus, Reynalda, de,Yokoyama, Rina,Oei, Howard H.,et al.. "2-(Arylalkylamino)adenosin-5'-uronamides: A New Class of Highly Selective Adenosine A2 Receptor Ligands". . p. 1919 - 1924. Retrieved 2007/10/02.