2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester

Base Information

• Chemical Name: 2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester
• CAS No.: 66611-23-2
• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.358
• Mol file: 66611-23-2.mol

Synonyms:

Chemical Property of 2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester

There total 1 articles about 2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester 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:

3,5-dimethoxybenzaldehdye (7311-34-4) + succinic acid diethyl ester (123-25-1) → 2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester (66611-23-2)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 2h; Heating;

DOI:10.1016/S0968-0896(98)80008-4

Reference yield:

2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester (66611-23-2) → toluene-4-sulfonic acid 5,7-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl ester (220094-27-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 12.8 g / KOH / H₂O / 4 h / Heating

2: 85 percent / H₂ / Pd/C / ethanol / 48 h / 2482.31 Torr

3: Ac₂O / Heating

4: 5.78 g / PPA / 100 °C

5: 75 percent / H₂ / Pd/C / ethanol / 30 h / 2482.31 Torr

6: 83 percent / LiAlH₄ / tetrahydrofuran / 18 h / 0 - 25 °C

7: 83 percent / pyridine / CHCl₃ / 18 h / 0 - 20 °C

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; hydrogen; acetic anhydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; chloroform; water; 1: Hydrolysis / 2: Catalytic hydrogenation / 3: Dehydration / 4: Cyclization / 5: Catalytic hydrogenation / 6: Reduction / 7: Tosylation;

DOI:10.1016/S0968-0896(98)80008-4

Reference yield:

2-[1-(3,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester (66611-23-2) → C22H26O5S3 (220094-28-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 12.8 g / KOH / H₂O / 4 h / Heating

2: 85 percent / H₂ / Pd/C / ethanol / 48 h / 2482.31 Torr

3: Ac₂O / Heating

4: 5.78 g / PPA / 100 °C

5: 94 percent / Cs₂CO₃ / dimethylformamide / 6 h / 20 °C

6: 100 percent / BF₃ etherate / CH₂Cl₂ / 18 h / 25 °C

7: 94 percent / LiAlH₄ / tetrahydrofuran / 18 h / 0 - 25 °C

8: 86 percent / pyridine / CHCl₃ / 18 h / 0 - 20 °C

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; acetic anhydride; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Catalytic hydrogenation / 3: Dehydration / 4: Cyclization / 5: Esterification / 6: Cyclization / 7: Reduction / 8: Tosylation;

DOI:10.1016/S0968-0896(98)80008-4

upstream raw materials:

3,5-dimethoxybenzaldehdye

succinic acid diethyl ester

Downstream raw materials:

3-(3,5-Dimethoxy-benzyl)-dihydro-furan-2,5-dione

2-(3,5-dimethoxyphenylmethyl)butandioic acid

toluene-4-sulfonic acid 5,7-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl ester

C₂₂H₂₆O₅S₃