1-[2-(Benzyloxy)ethyl]cyclopropan-1-amine

Base Information

• Chemical Name: 1-[2-(Benzyloxy)ethyl]cyclopropan-1-amine
• CAS No.: 388095-22-5
• Molecular Formula: C12H17NO
• Molecular Weight: 191.273
• European Community (EC) Number: 853-354-0
• DSSTox Substance ID: DTXSID50451245
• Nikkaji Number: J1.599.800H
• Wikidata: Q82271175
• Mol file: 388095-22-5.mol

Synonyms:388095-22-5;1-[2-(benzyloxy)ethyl]cyclopropan-1-amine;1-(2-phenylmethoxyethyl)cyclopropan-1-amine;1-(2-(Benzyloxy)ethyl)cyclopropanamine;1-[2-(benzyloxy)ethyl]cyclopropanamine;1-(2-(BENZYLOXY)ETHYL)CYCLOPROPAN-1-AMINE;SCHEMBL3369328;DTXSID50451245;LIHZSLPGGSIALW-UHFFFAOYSA-N;AKOS006307550;AT22762;1-[2-(benzyloxy)ethyl]cyclopropaneamine;EN300-95745

Chemical Property of 1-[2-(Benzyloxy)ethyl]cyclopropan-1-amine

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(CCOCC2=CC=CC=C2)N

Technology Process of 1-[2-(Benzyloxy)ethyl]cyclopropan-1-amine

There total 4 articles about 1-[2-(Benzyloxy)ethyl]cyclopropan-1-amine 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: 65.0%

3-benzyloxypropionitrile (6328-48-9) + ethylmagnesium bromide (925-90-6) → 1-[2-(benzyloxy)ethyl]cyclopropan-1-amine (388095-22-5)

Guidance literature:

With titanium(IV) isopropylate; boron trifluoride diethyl etherate; In diethyl ether;

DOI:10.1002/ejoc.201403387

Reference yield: 60.0%

3-benzyloxypropionitrile (6328-48-9) + ethylmagnesium bromide (925-90-6) → 1-phenylmethoxy-3-pentanone (176848-41-2) + 1-[2-(benzyloxy)ethyl]cyclopropan-1-amine (388095-22-5)

Guidance literature:

With titanium(IV) isopropylate; In diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1021/jo025634y

Reference yield:

benzyl bromide (100-39-0) → 1-[2-(benzyloxy)ethyl]cyclopropan-1-amine (388095-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.67 h / 0 °C

1.2: 0 - 20 °C

2.1: titanium(IV) isopropylate / diethyl ether / 3 h / 0 - 20 °C

2.2: 1.5 h / 0 - 20 °C

With titanium(IV) isopropylate; sodium hydride; In tetrahydrofuran; diethyl ether; mineral oil;

upstream raw materials:

3-benzyloxypropionitrile

ethylmagnesium bromide

benzyl bromide

benzyl alcohol

Downstream raw materials:

2-(1-(tert-butoxycarbonylamino)cyclopropyl)acetic acid

tert-butyl N-[1-(2-hydroxyethyl)cyclopropyl]carbamate