2,3-dihydro-1H-indol-5-ol

Base Information

• Chemical Name: 2,3-dihydro-1H-indol-5-ol
• CAS No.: 172078-33-0
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID40434426
• Nikkaji Number: J2.362.516D
• Wikidata: Q82248846
• ChEMBL ID: CHEMBL19331
• Mol file: 172078-33-0.mol

Synonyms:Indolin-5-ol;172078-33-0;2,3-dihydro-1H-indol-5-ol;2,3-Dihydroindol-5-ol;1H-Indol-5-ol,2,3-dihydro-;CHEMBL19331;MFCD02181134;5-Indolinol;5-hydroxyindoline;D05XNR;SCHEMBL59263;2,3-Dihydro-1H-indole-5-ol;2,3-dihydro-1 H-indol-5-ol;DTXSID40434426;MPCXQPXCYDDJSR-UHFFFAOYSA-N;5-hydroxy-2,3-dihydro-1H-indole;AMY31798;BDBM50291681;AKOS006279674;CS-W007244;SB66186;1h-indol-5-ol,2,3-dihydro- hbr salt;DS-16441;PD180130;SY111938;FT-0689941;EN300-338952;F15641;A848130

Chemical Property of 2,3-dihydro-1H-indol-5-ol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.608
• Boiling Point: 322.212 °C at 760 mmHg
• PKA: 11.47±0.20(Predicted)
• Flash Point: 194.755 °C
• PSA: 32.26000
• Density: 1.196 g/cm³
• LogP: 1.49820
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

1H-INDOL-5-OL,2,3-DIHYDRO-, 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C=C(C=C2)O

Technology Process of 2,3-dihydro-1H-indol-5-ol

There total 2 articles about 2,3-dihydro-1H-indol-5-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: 90.0%

indol-5-ol (1953-54-4) → 2,3-Dihydro-1H-indol-5-ol (172078-33-0)

Guidance literature:

With tetrahydroxydiboron; palladium on activated carbon; In 2,2,2-trifluoroethanol; water; at 40 ℃; for 24h; Schlenk technique;

DOI:10.1039/d0ob02080j

Reference yield:

5-methoxyindoline (21857-45-4) → 2,3-Dihydro-1H-indol-5-ol (172078-33-0)

Guidance literature:

With water; hydrogen bromide; at 140 ℃; for 3h;

Reference yield: 76.24%

3-(bromomethyl)benzaldehyde (82072-23-9) + 2,3-Dihydro-1H-indol-5-ol (172078-33-0) → 3-((indoline-5-oxy)methyl)benzaldehyde

Guidance literature:

2,3-Dihydro-1H-indol-5-ol; With caesium carbonate; In ethanol; at 20 ℃; for 1h;

3-(bromomethyl)benzaldehyde; With potassium iodide; In ethanol; at 80 ℃; for 4h;

upstream raw materials:

indol-5-ol

5-methoxyindoline

Downstream raw materials:

tert-butyl 5-hydroxy-2,3-dihydroindole-1-carboxylate

5-(trans-4-tert-butyl-cyclohexyloxy)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

5-(trans-4-tert-butyl-cyclohexyloxy)-2,3-dihydro-1H-indole

3-tert-butoxycarbonylamino-4-[5-(trans-4-tert-butyl-cyclohexyloxy)-2,3-dihydro-indol-1-yl]-4-oxo-butyric acid tert-butyl ester

Refernces

• 1、 Zhou, Xiao-Yu,Chen, Xia. "Pd/C-Catalyzed transfer hydrogenation ofN-H indoles with trifluoroethanol and tetrahydroxydiboron as the hydrogen source". supporting information. p. 548 - 551. Retrieved 2021/02/06.
• 2、 -. "TYROSINE KINASE INHIBITOR AND PHARMACEUTICAL COMPOSITION COMPRISING SAME". Paragraph 0217; 0218. . Retrieved 2018/03/25.