Macromerine

Base Information

• Chemical Name: Macromerine
• CAS No.: 2970-95-8
• Molecular Formula: C12H19 N O3
• Molecular Weight: 225.288
• Hs Code.: 2922509090
• UNII: I2097PW32Q
• DSSTox Substance ID: DTXSID70894756
• Nikkaji Number: J260.098F
• Wikipedia: Macromerine
• Wikidata: Q5480422
• Mol file: 2970-95-8.mol

Synonyms:macromerine;macromerine, (+-)-isomer;macromerine, (R)-isomer;macromerine, hydrochloride, (R)-isomer;N-dimethyl-3,4-dimethoxy beta-hydroxy beta- phenethylamine

Chemical Property of Macromerine

Chemical Property:

• Vapor Pressure: 1.94E-05mmHg at 25°C
• Melting Point: 66.0-67.5 °C
• Boiling Point: 348.1°Cat760mmHg
• PKA: 13.88±0.20(Predicted)
• Flash Point: 164.3°C
• PSA: 41.93000
• Density: 1.079g/cm³
• LogP: 1.29880
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 225.13649347
• Heavy Atom Count: 16
• Complexity: 199

Purity/Quality:

99%, ^*data from raw suppliers

1-(3,4-DIMETHOXYPHENYL)-2-(DIMETHYLAMINO)ETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC(C1=CC(=C(C=C1)OC)OC)O

Technology Process of Macromerine

There total 13 articles about Macromerine 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: 88.0%

N,N-dimethyl-3,4-dimethoxyphenylglyoxamide (127901-47-7) → 1-(3, 4-dimethoxyphenyl)-2-dimethylaminoethanol (2970-95-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1248/cpb.37.3396

Reference yield: 80.0%

1-(3,4-dimethoxyphenyl)-2-(dimethylamino)ethanone (33061-24-4) → 1-(3, 4-dimethoxyphenyl)-2-dimethylaminoethanol (2970-95-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 3.25h;

DOI:10.1080/00397911.2014.891745

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 1-(3, 4-dimethoxyphenyl)-2-dimethylaminoethanol (2970-95-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / p-toluenesulfonic acid / 1,2-dichloro-ethane / 1 h / Heating

2: sodium metaperiodate / H₂O; methanol / 15 h / Ambient temperature

3: acetic anhydride / 0.5 h / Heating

4: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With sodium periodate; lithium aluminium tetrahydride; acetic anhydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane;

DOI:10.1248/cpb.37.3396

upstream raw materials:

1-(3,4-dimethoxyphenyl)-2-(dimethylamino)ethanone hydrochloride

1,2-dimethoxybenzene

N,N-dimethyl-glycine nitrile; hydrochloride

dimethylaminomethyltributyltin

Downstream raw materials:

[2-(3, 4-dimethoxyphenyl)-2-phenoxyethyl]dimethylamine

[2-(3, 4-dimethoxyphenyl)-2-phenoxyethyl]methylcarbamic acid ethyl ester

6,7-dimethoxy-4-(4-methoxyphenyl)-2-methyl-1, 2, 3, 4-tetrahydroisoquinoline

[2-(3,4-dimethoxyphenyl)-2-phenoxyethyl]methylamine

Refernces

• 1、 Hodgkins,Brown,Massingill. "Two new alkaloids in cacti.". . p. 1321 - 1324. Retrieved 1967.
• 2、 Ishibashi,Miki,Ikeda,Kiriyama,Ikeda. "Synthesis of α-(methylthio)arylacetamides and their conversion into some biologically active arylethylamines". . p. 3396 - 3398. Retrieved 2007/10/02.