7-Methoxy-1,3-benzodioxole-4-carbaldehyde

Base Information

• Chemical Name: 7-Methoxy-1,3-benzodioxole-4-carbaldehyde
• CAS No.: 23731-55-7
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID80436868
• Nikkaji Number: J134.995C
• Wikidata: Q82252208
• Mol file: 23731-55-7.mol

Synonyms:23731-55-7;7-methoxy-1,3-benzodioxole-4-carbaldehyde;SCHEMBL6837823;DTXSID80436868;4-methoxy-2,3-methylenedioxybenzaldehyde

Chemical Property of 7-Methoxy-1,3-benzodioxole-4-carbaldehyde

Chemical Property:

• Melting Point: 81-82 °C
• Boiling Point: 312.6±30.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.321±0.06 g/cm3(Predicted)
• LogP: 1.23640
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=C(C=C1)C=O)OCO2

Technology Process of 7-Methoxy-1,3-benzodioxole-4-carbaldehyde

There total 15 articles about 7-Methoxy-1,3-benzodioxole-4-carbaldehyde 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: 60.0%

2,3-dihydroxy-4-methoxybenzaldehyde (4055-69-0) + 1,1-dibromomethane (74-95-3) → 4-methoxy-2,3-methylenedioxy-benzaldehyde (23731-55-7)

Guidance literature:

With potassium carbonate; copper(II) oxide; In N,N-dimethyl-formamide; for 7h; Heating;

DOI:10.1007/BF00576219

Reference yield: 54.0%

4-methoxy-benzo[1,3]dioxole (1817-95-4) + N-methyl-N-phenylformamide (93-61-8) → 4-methoxy-2,3-methylenedioxy-benzaldehyde (23731-55-7) + 4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde (5779-99-7)

Guidance literature:

With trichlorophosphate; Yield given. Title compound not separated from byproducts; 1.) 35-38 deg C, 5 h, 2.) 50 deg C, 1.5 h;

Reference yield:

4-methoxy-benzo[1,3]dioxole (1817-95-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-methoxy-2,3-methylenedioxy-benzaldehyde (23731-55-7) + 4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde (5779-99-7)

Guidance literature:

With trichlorophosphate;

DOI:10.1021/ja01527a053 DOI:10.1021/ja01154a507

upstream raw materials:

methanol

2,3-dihydroxy-4-methoxybenzaldehyde

4-methoxy-benzo[1,3]dioxole

N,N-dimethyl-formamide

Downstream raw materials:

C₂₀H₂₀O₈

8-[2-(2-Bromo-4,5-dimethoxy-phenyl)-ethyl]-4-methoxy-6-methyl-6-methylsulfanyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinolin-7-one

8-[2-(2-Bromo-4,5-dimethoxy-phenyl)-ethyl]-4-methoxy-6-methylsulfanyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinolin-7-one

8-[2-(3,4-Dimethoxy-phenyl)-ethyl]-4-methoxy-6-methyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinolin-7-one

Refernces

• 1、 Ticli, Vincenzo,Zhao, Zhenze,Du, Liqin,Kornienko, Alexander,Hudlicky, Tomas. "Synthesis and biological evaluation of 10-benzyloxy-Narciclasine". . . Retrieved 2021/11/08.
• 2、 Shirasaka, Tadashi,Takuma, Yuki,Imaki, Naoshi. "PREPARATION OF 2-METHOXY-3,4-METHYLENEDIOXYBENZALDEHYDE (CROWEACIN ALDEHYDE) FROM PYROGALLOL". . p. 1213 - 1221. Retrieved 2007/10/02.