(6-Chloro-1H-indol-2-yl)methanol

Base Information

• Chemical Name: (6-Chloro-1H-indol-2-yl)methanol
• CAS No.: 53590-58-2
• Molecular Formula: C9H8ClNO
• Molecular Weight: 181.61900
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80583023
• Wikidata: Q82474533
• Mol file: 53590-58-2.mol

Synonyms:(6-Chloro-1H-indol-2-yl)methanol;53590-58-2;(6-CHLORO-1H-INDOL-2-YL)-METHANOL;1H-Indole-2-methanol, 6-chloro-;(6-Chloro-1H-indol-2-yl)methanol ,98%;SCHEMBL613213;DTXSID80583023;QHPJEFKYIRFYMZ-UHFFFAOYSA-N;2-(Hydroxymethyl)-6-Chloroindole;AKOS006331464;SB37554;AS-76438;CS-0453366;C75511;J-501657

Chemical Property of (6-Chloro-1H-indol-2-yl)methanol

Chemical Property:

• PSA: 36.02000
• LogP: 2.31360
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 181.0294416
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%Min ^*data from raw suppliers

(6-Chloro-1H-indol-2-yl)-methanol 96% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=C2)CO

Technology Process of (6-Chloro-1H-indol-2-yl)methanol

There total 6 articles about (6-Chloro-1H-indol-2-yl)methanol 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: 100.0%

ethyl 6-chloro-1H-indole-2-carboxylate (27034-51-1) → (6-chloro-1H-indol-2-yl)methanol (53590-58-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.75h; Heating / reflux;

Reference yield: 79.3%

→ (6-chloro-1H-indol-2-yl)methanol (53590-58-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃; for 16h;

Reference yield: 50.0%

6-chloro-2-methoxycarbonylindole (98081-84-6) → (6-chloro-1H-indol-2-yl)methanol (53590-58-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 5h; Cooling with ice;

DOI:10.1016/j.ejmech.2016.05.065

upstream raw materials:

ethyl 6-chloro-1H-indole-2-carboxylate

4-chloro-2-nitrotoluene

3-(4-chloro-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester

6-chloro-1H-indole-2-carboxylic acid

Downstream raw materials:

6-chloro-1H-indole-2-carbaldehyde

5-chloro-1H-indole-2-carbaldehyde

7-chloro-1,2,4-triphenyl-9H-carbazole

6-chloro-2-methyl-1H-indole

Refernces

• 1、 Liu, Yonggui,Luo, Guoyong,Yang, Xing,Jiang, Shichun,Xue, Wei,Chi, Yonggui Robin,Jin, Zhichao. "Carbene-Catalyzed Enantioselective Aromatic N-Nucleophilic Addition of Heteroarenes to Ketones". supporting information. p. 442 - 448. Retrieved 2019/11/25.
• 2、 -. "FUSED-RING OR TRICYCLIC ARYL PYRIMIDINE COMPOUND USED AS KINASE INHIBITOR". Paragraph 0458; 0463; 0464; 0478;p 0479; 0480. . Retrieved 2018/03/25.