(6-Methoxy-2H-1,3-benzodioxol-5-yl)methanol

Base Information

• Chemical Name: (6-Methoxy-2H-1,3-benzodioxol-5-yl)methanol
• CAS No.: 4383-14-6
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• DSSTox Substance ID: DTXSID20589685
• Wikidata: Q82483200
• Mol file: 4383-14-6.mol

Synonyms:4383-14-6;DTXSID20589685;AKOS000348549;(6-methoxy-1,3-dioxaindan-5-yl)methanol;(6-Methoxy-2H-1,3-benzodioxol-5-yl)methanol;EN300-1996715

Chemical Property of (6-Methoxy-2H-1,3-benzodioxol-5-yl)methanol

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1CO)OCO2

Technology Process of (6-Methoxy-2H-1,3-benzodioxol-5-yl)methanol

There total 1 articles about (6-Methoxy-2H-1,3-benzodioxol-5-yl)methanol 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: 99.0%

2-methoxy-4,5-methylenedioxybenzaldehyde (5780-00-7) → 2-methoxy-4,5-methylenedioxyphenylmethyl alcohol (4383-14-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃;

DOI:10.1016/j.tet.2006.02.015

Reference yield:

2-methoxy-4,5-methylenedioxyphenylmethyl alcohol (4383-14-6) → 4-[3-(6-methoxy-benzo[1,3]dioxol-5-yl)-oxiranyl]-benzene-1,3-diol

Guidance literature:

Multi-step reaction with 5 steps

1.1: phosphorus tribromide / toluene / 0 - 20 °C

2.1: toluene / 2 h / Heating

3.1: sodium hexamethyldisilazide / tetrahydrofuran / 0 °C

3.2: 61 percent / tetrahydrofuran / 0 - 20 °C

4.1: 48 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 0 - 20 °C

5.1: CuCl₂*H₂O / acetone; H₂O / 48 h / Heating

With sodium hexamethyldisilazane; phosphorus tribromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 3.2: Wittig reaction;

DOI:10.1016/j.tet.2006.02.015

Reference yield:

2-methoxy-4,5-methylenedioxyphenylmethyl alcohol (4383-14-6) → 1-(2-methoxy-4,5-methylenedioxyphenyl)-2-(2,4-di-O-tert-butyldimethylsiloxyphenyl)ethene (891193-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: phosphorus tribromide / toluene / 0 - 20 °C

2.1: toluene / 2 h / Heating

3.1: sodium hexamethyldisilazide / tetrahydrofuran / 0 °C

3.2: 61 percent / tetrahydrofuran / 0 - 20 °C

With sodium hexamethyldisilazane; phosphorus tribromide; In tetrahydrofuran; toluene; 3.2: Wittig reaction;

DOI:10.1016/j.tet.2006.02.015

upstream raw materials:

2-methoxy-4,5-methylenedioxybenzaldehyde

Downstream raw materials:

1-(2-methoxy-4,5-methylenedioxyphenyl)-2-(2,4-di-O-tert-butyldimethylsiloxyphenyl)ethene

1-(2-methoxy-4,5-methylenedioxyphenyl)-2-(2,4-di-O-tert-butyldimethylsiloxyphenyl)ethene oxide

2-methoxy-4,5-methylenedioxybenzyltriphenylphosphonium bromide