4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran

Base Information

• Chemical Name: 4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran
• CAS No.: 185406-76-2
• Molecular Formula: C11H13BrO2
• Molecular Weight: 257.127
• Hs Code.: 2932999099
• European Community (EC) Number: 800-237-7
• Mol file: 185406-76-2.mol

Synonyms:185406-76-2;4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran;4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran;Benzofuran, 4-bromo-2,3-dihydro-7-methoxy-2,2-dimethyl-;4-BROMO-7-METHOXY-2,2-DIMETHYL-3H-1-BENZOFURAN;SCHEMBL3451196;XYSYKOFMYLWSKX-UHFFFAOYSA-N;MFCD22414513;AKOS016028555;SS-4546;CS-0360316;4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-benzofuran

Chemical Property of 4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran

Chemical Property:

• PSA: 18.46000
• LogP: 3.17120
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 256.00989
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC2=C(C=CC(=C2O1)OC)Br)C

Technology Process of 4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran

There total 2 articles about 4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran 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:

5-bromo-2-methoxyphenol (37942-01-1) → 4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-benzofuran (185406-76-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 61 percent / K₂CO₃ / dimethylformamide / 6 h / 60 °C

2.1: KOtBu / tetrahydrofuran / 2 h

2.2: tetrahydrofuran / 1 h

3.1: 25.5 g / 0.75 h / 180 °C

4.1: 67 percent / Amberlyst 15 ion-exchange resin / toluene / 3 h / 80 °C

With Amberlyst 15 ion-exchange resin; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2.1: Wittig reaction / 3.1: Claisen rearrangement;

DOI:10.1021/jm010838c

Reference yield:

1-chloro-or 1-bromoacetone + 5-bromo-2-methoxyphenol (37942-01-1) → 4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-benzofuran (185406-76-2)

Guidance literature:

Reference yield: 80.0%

benzoyl chloride (98-88-4) + 4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-benzofuran (185406-76-2) → 4-Benzoyl-7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran

Guidance literature:

4-Bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-benzofuran; With magnesium; In tetrahydrofuran; at 55 ℃;

benzoyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 3h;

With water; In tetrahydrofuran;

upstream raw materials:

5-bromo-2-methoxyphenol

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