6-FORMYL-INDAN-1-ONE 1,2-ETHANEDIOL KETAL

Base Information

• Chemical Name: 6-FORMYL-INDAN-1-ONE 1,2-ETHANEDIOL KETAL
• CAS No.: 954238-34-7
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.225
• Hs Code.: 2932999099
• Mol file: 954238-34-7.mol

Synonyms:6-FORMYL-INDAN-1-ONE 1,2-ETHANEDIOL KETAL

Chemical Property of 6-FORMYL-INDAN-1-ONE 1,2-ETHANEDIOL KETAL

Chemical Property:

• Boiling Point: 349.8±42.0 °C (760 mmHg)
• PSA: 35.53000
• Density: 1.27±0.1 g/cm3 (20 °C, 760 mmHg)
• LogP: 1.64490

Purity/Quality:

97% ^*data from raw suppliers

6-Formyl-indan-1-one1,2-ethanediolketal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-FORMYL-INDAN-1-ONE 1,2-ETHANEDIOL KETAL

There total 2 articles about 6-FORMYL-INDAN-1-ONE 1,2-ETHANEDIOL KETAL 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: 92.0%

6‘-bromo-2‘,3‘-dihydrospiro[[1,3]dioxolane-2,1‘-indene] (866848-94-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2',3'-dihydrospiro[[1,3]dioxolane-2,1'-indene]-6'-carbaldehyde (954238-34-7)

Guidance literature:

6‘-bromo-2‘,3‘-dihydrospiro[[1,3]dioxolane-2,1‘-indene]; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.75h; Inert atmosphere;

Reference yield:

6-bromoindan-1-one (14548-39-1) → 2',3'-dihydrospiro[[1,3]dioxolane-2,1'-indene]-6'-carbaldehyde (954238-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-TsOH / benzene / Heating

2.1: nBuLi / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran / -78 - 20 °C

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1016/j.bmcl.2006.05.052

Reference yield:

2',3'-dihydrospiro[[1,3]dioxolane-2,1'-indene]-6'-carbaldehyde (954238-34-7) → tert-butyl (((2S,3R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(2-((4-chloro-3-fluorophenyl) amino)-2-oxoacetamido)-2,3-dihydro-1H-inden-5-yl)methyl)(N-methyl)carbamate

Guidance literature:

Multi-step reaction with 10 steps

1.1: tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 1.33 h / 0 °C / Inert atmosphere

2.1: acetonitrile / 0.25 h / 20 °C / Inert atmosphere

3.1: dichloro bis(acetonitrile) palladium(II) / acetone / 0.5 h / 20 °C / Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

4.2: -78 °C

5.1: [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; triethylamine / 72 h / 20 °C / Inert atmosphere

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

7.1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere

8.1: diphenyl phosphoryl azide / toluene / 0.08 h / 20 °C / Inert atmosphere

8.2: 20 - 70 °C / Inert atmosphere

9.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / Inert atmosphere

10.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

With 1H-imidazole; dichloro bis(acetonitrile) palladium(II); lithium aluminium tetrahydride; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; acetonitrile;

upstream raw materials:

6‘-bromo-2‘,3‘-dihydrospiro[[1,3]dioxolane-2,1‘-indene]

N,N-dimethyl-formamide

6-bromoindan-1-one

Downstream raw materials:

(2',3'-dihydrospiro[[1,3]dioxolane-2,1'-indene]-6'-yl)methanol

6-(hydroxymethyl)-1-indanone

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