4H-1,3-Benzodioxin-5-carboxaldehyde,2,2-dimethyl-(9CI)

Base Information

• Chemical Name: 4H-1,3-Benzodioxin-5-carboxaldehyde,2,2-dimethyl-(9CI)
• CAS No.: 113731-26-3
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• Mol file: 113731-26-3.mol

Synonyms:4H-1,3-Benzodioxin-5-carboxaldehyde,2,2-dimethyl-(9CI)

Chemical Property of 4H-1,3-Benzodioxin-5-carboxaldehyde,2,2-dimethyl-(9CI)

Chemical Property:

• Boiling Point: 316.7±42.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.141±0.06 g/cm3(Predicted)
• LogP: 2.14420

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4H-1,3-Benzodioxin-5-carboxaldehyde,2,2-dimethyl-(9CI)

There total 1 articles about 4H-1,3-Benzodioxin-5-carboxaldehyde,2,2-dimethyl-(9CI) 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:

(2,2-dimethyl-4H-benzo[d][1,3]dioxin-5-yl)methanol (112429-70-6) → 2,2-dimethyl-4H-1,3-benzodioxin-5-carbaldehyde (113731-26-3)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1271/bbb1961.51.2161

Reference yield:

2,2-dimethyl-4H-1,3-benzodioxin-5-carbaldehyde (113731-26-3) → (1'E,3'S,4'E)-2-hydroxy-6-(3'-hydroxymethyl-1',4'-hexadienyl)benzenecarbaldehyde

Guidance literature:

Multi-step reaction with 6 steps

1.1: 98 percent / K₂CO₃ / methanol

2.1: (n-Bu)3SnH; CuCN; n-BuLi / tetrahydrofuran / -76 - -37 °C

2.2: Pd₂dba3; AsPh₃; CuI / dimethylformamide / 20 °C

3.1: 94 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

4.1: KH / tetrahydrofuran / 20 °C

4.2: 58 percent / n-BuLi / tetrahydrofuran / -79 °C

5.1: 92 percent / HCl / p-TsOH / methanol

6.1: 100 percent / MnO₂ / dimethylsulfoxide / 1 h / 60 °C

With hydrogenchloride; manganese(IV) oxide; n-butyllithium; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; potassium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; 2.2: Stille reaction / 4.1: <2,3>-Wittig rearrangement;

DOI:10.1016/j.tetlet.2005.08.099

Reference yield:

2,2-dimethyl-4H-1,3-benzodioxin-5-carbaldehyde (113731-26-3) → (1'E,3'S,4'E)-2-hydroxymethyl-3-(3'-hydroxymethylhexa-1',4'-dienyl)phenol (869550-85-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 98 percent / K₂CO₃ / methanol

2.1: (n-Bu)3SnH; CuCN; n-BuLi / tetrahydrofuran / -76 - -37 °C

2.2: Pd₂dba3; AsPh₃; CuI / dimethylformamide / 20 °C

3.1: 94 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

4.1: KH / tetrahydrofuran / 20 °C

4.2: 58 percent / n-BuLi / tetrahydrofuran / -79 °C

5.1: 92 percent / HCl / p-TsOH / methanol

With hydrogenchloride; n-butyllithium; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; potassium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; 2.2: Stille reaction / 4.1: <2,3>-Wittig rearrangement;

DOI:10.1016/j.tetlet.2005.08.099

upstream raw materials:

(2,2-dimethyl-4H-benzo[d][1,3]dioxin-5-yl)methanol

Downstream raw materials:

5-ethynyl-2,2-dimethyl-4H-benzo[e][1,3]dioxine

(1'E,3'S,4'E)-2-hydroxymethyl-3-(3'-hydroxymethylhexa-1',4'-dienyl)phenol

(1’E,3’S,4’S,5’E)-2-(3’,4’-dihydroxy-1’,5’-heptadienyl)-6-hydroxybenzaldehyde

(3'R,4'S)-pyriculol