2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol

Base Information

• Chemical Name: 2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
• CAS No.: 14097-39-3
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10161510
• Nikkaji Number: J274.348E
• Wikidata: Q83029942
• ChEMBL ID: CHEMBL5093214
• Mol file: 14097-39-3.mol

Synonyms:2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol;14097-39-3;1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol;Longimammosine;2-methyl-3,4-dihydro-1H-isoquinolin-6-ol;6-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-2-METHYL-;BRN 0004403;CHEMBL5093214;SCHEMBL12158830;DTXSID10161510;BMLTXAQSFDCMHA-UHFFFAOYSA-N;AMY16123;MFCD01444792;AKOS004907208;DS-16089;LS-86194;CS-0047256;FT-0747951;F14525;2-Methyl-1,2,3,4-tetrahydro-6-isoquinolinol #;A807710;N-Methyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property of 2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol

Chemical Property:

• Boiling Point: 286.9°Cat760mmHg
• Flash Point: 146.7°C
• PSA: 23.47000
• Density: 1.119g/cm³
• LogP: 1.31800
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=C(C1)C=CC(=C2)O

Technology Process of 2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol

There total 10 articles about 2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol 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: 75.0%

2-methylisoquinolin-6(2H)-one (23824-19-3) → N-methyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline (14097-39-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113861

Reference yield: 74.0%

N-methyl-4,6-dihydroxy-1,2,3,4-tetrahydroisoquinoline (23824-24-0) → N-methyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline (14097-39-3)

Guidance literature:

With perchloric acid; hydrogen; palladium on activated charcoal; In methanol; acetic acid; for 96h; under 2068.6 Torr;

DOI:10.1021/jo00288a048

Reference yield:

6‐methoxy‐N‐methyl‐1,2,3,4‐tetrahydroisoquinoline (54893-54-8) → N-methyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline (14097-39-3)

Guidance literature:

With hydrogenchloride; water; at 180 ℃;

DOI:10.1039/jr9560000327

upstream raw materials:

6‐methoxy‐N‐methyl‐1,2,3,4‐tetrahydroisoquinoline

N-methyl-4,6-dihydroxy-1,2,3,4-tetrahydroisoquinoline

N-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

hydrocotarnine

Downstream raw materials:

6-(benzyloxy)-2-methyl-1,2,3,4-tetrahydroisoquinoline

2-methyl-6-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Saa, Jose M.,Capo, Magdalena,Marti, Catalina,Garcia-Raso, Angel. "Oxidative Degradation of 6-Hydroxy-1,2,3,4-tetrahydroisoquinolines and 7-Hydroxy-2-benzazepines. A Novel Route to Heterocyclic Quinones". . p. 288 - 292. Retrieved 1990.