1-(6-Hydroxyindolin-1-YL)ethanone

Base Information

• Chemical Name: 1-(6-Hydroxyindolin-1-YL)ethanone
• CAS No.: 4770-34-7
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• DSSTox Substance ID: DTXSID20595640
• Wikidata: Q82490703
• Mol file: 4770-34-7.mol

Synonyms:4770-34-7;1-(6-HYDROXYINDOLIN-1-YL)ETHANONE;1-(6-hydroxy-2,3-dihydroindol-1-yl)ethanone;1-Acetyl-6-hydroxyindoline;SCHEMBL8141492;DTXSID20595640;PTYHKNCEOYQXTD-UHFFFAOYSA-N;ETHANONE,1-(2,3-DIHYDRO-6-HYDROXY-1H-INDOL-1-YL)-;AKOS006316267;A827307;1-(6-Hydroxy-2,3-dihydro-1H-indol-1-yl)ethan-1-one

Chemical Property of 1-(6-Hydroxyindolin-1-YL)ethanone

Chemical Property:

• Boiling Point: 454.3 °C at 760 mmHg
• Flash Point: 228.5 °C
• PSA: 40.54000
• Density: 1.272 g/cm³
• LogP: 1.36620
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

97% ^*data from raw suppliers

1-(6-Hydroxyindolin-1-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1CCC2=C1C=C(C=C2)O

Technology Process of 1-(6-Hydroxyindolin-1-YL)ethanone

There total 7 articles about 1-(6-Hydroxyindolin-1-YL)ethanone 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: 89.0%

6-hydroxy-indoline (4770-37-0) + acetic anhydride (108-24-7) → 1-acetyl-6-hydroxy-2,3-dihydroindole (4770-34-7)

Guidance literature:

In water; at 20 ℃; Sonication; Heating;

Reference yield:

6-hydroxy-1H-indole (2380-86-1) → 1-acetyl-6-hydroxy-2,3-dihydroindole (4770-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium cyanoborohydride; acetic acid / 1 h / 10 °C

2: water / 20 °C / Sonication; Heating

With sodium cyanoborohydride; acetic acid; In water;

Reference yield:

1-indoline (496-15-1) → 1-acetyl-6-hydroxy-2,3-dihydroindole (4770-34-7)

Guidance literature:

Multi-step reaction with 4 steps

1: conc. H₂SO₄, conc. HNO₃

3: H₂ / Pd/C

4: 1.) NaNO₂

With sulfuric acid; hydrogen; nitric acid; sodium nitrite; palladium on activated charcoal;

DOI:10.3987/com-98-8345

upstream raw materials:

1-acetyl-6-aminoindoline

1-indoline

6-nitroindoline

1-acetyl-6-nitro-2,3-dihydroindole

Downstream raw materials:

1-acetyl-6-ethoxy-2,3-dihydroindole