3-((Benzyloxy)methyl)cyclobutanone

Base Information

• Chemical Name: 3-((Benzyloxy)methyl)cyclobutanone
• CAS No.: 172324-67-3
• Molecular Formula: C12H14 O2
• Molecular Weight: 190.242
• Hs Code.: 2914509090
• European Community (EC) Number: 873-976-6
• DSSTox Substance ID: DTXSID50473740
• Nikkaji Number: J689.324D
• Wikidata: Q72442398
• Mol file: 172324-67-3.mol

Synonyms:3-((Benzyloxy)methyl)cyclobutanone;172324-67-3;3-(benzyloxymethyl)cyclobutanone;3-[(Benzyloxy)methyl]cyclobutanone;3-[(BENZYLOXY)METHYL]CYCLOBUTAN-1-ONE;3-(phenylmethoxymethyl)cyclobutan-1-one;Cyclobutanone, 3-[(phenylmethoxy)methyl]-;3-((benzyloxy)methyl)cyclobutan-1-one;3-(benzyloxymethyl)-cyclobutanone;MFCD09055138;SCHEMBL337537;3-Benzyloxymethyl-cyclobutanone;DTXSID50473740;FHBBBGYOVFMVIB-UHFFFAOYSA-N;3-(Benzyloxymethyl)cyclobutan-1-one;AKOS006331718;AM85361;PB17594;AS-50605;SY042289;CS-0051580;FT-0711679;EN300-92214;P10694

Chemical Property of 3-((Benzyloxy)methyl)cyclobutanone

Chemical Property:

• Vapor Pressure: 0.00156mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 295.1°C at 760 mmHg
• Flash Point: 127.7°C
• PSA: 26.30000
• Density: 1.105g/cm³
• LogP: 2.18230
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-((Benzyloxy)methyl)cyclobutanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1=O)COCC2=CC=CC=C2

Technology Process of 3-((Benzyloxy)methyl)cyclobutanone

There total 13 articles about 3-((Benzyloxy)methyl)cyclobutanone 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: 84.0%

3-(benzyloxymethyl)-2,2-dichlorocyclobutanone (172324-66-2) → 3-benzyloxymethyl-cyclobutanone (172324-67-3)

Guidance literature:

With ammonium chloride; zinc; In methanol; at 20 ℃; for 8h;

Reference yield: 58.0%

{[(3,3-dimethoxycyclobutyl)methoxy]methyl}benzene (583830-08-4) → 3-benzyloxymethyl-cyclobutanone (172324-67-3)

Guidance literature:

With water; toluene-4-sulfonic acid; In acetone; at 65 ℃; for 0.75h;

Reference yield: 21.0%

benzyl allyl ether (14593-43-2) + trifluoroacetyl chloride (76-02-8) → 3-benzyloxymethyl-cyclobutanone (172324-67-3)

Guidance literature:

benzyl allyl ether; trifluoroacetyl chloride; With zinc; trichlorophosphate; In diethyl ether; at 40 ℃; for 8h; Inert atmosphere; Schlenk technique;

With acetic acid; at 20 - 80 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202100642

upstream raw materials:

3-(benzyloxymethyl)-2,2-dichlorocyclobutanone

benzyl allyl ether

benzyl alcohol

{[(3,3-dimethoxycyclobutyl)methoxy]methyl}benzene

Downstream raw materials:

(±)-4-[(benzyloxy)methyl]-dihydrofuran-2(3H)-one

syn-2-[(benzyloxy)methyl]-5,7-diazaspiro[3.4]octane-6,8-dione

anti-2-[(benzyloxy)methyl]-5,7-diazaspiro[3.4]octane-6,8-dione

3-[(benzyloxy)methyl]-1-piperidin-1-ylcyclobutanecarbonitrile

Refernces

• 1、 -. "SUBSTITUTED SPIROPYRIDO[1,2-a]PYRAZINE DERIVATIVE AND PHARMACEUTICAL USE OF SAME AS HIV INTEGRASE INHIBITOR". . . Retrieved 2014/08/19.
• 2、 -. "BORON COMPOUND WITH AMINO ACID SKELETON CONTAINING CYCLO RING". Paragraph 0054; 0055. . Retrieved 2013/06/27.