2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol

Base Information

• Chemical Name: 2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol
• CAS No.: 77270-59-8
• Molecular Formula: C₁₀H₁₅NO₄
• Molecular Weight: 213.233
• Mol file: 77270-59-8.mol

Synonyms:2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol

Chemical Property of 2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol

There total 1 articles about 2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol 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: 100.0%

3-(2-Methoxy-ethoxymethoxy)-2-nitro-phenol (77270-58-7) → 2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol (77270-59-8)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; for 0.5h; Ambient temperature;

DOI:10.1021/jo00324a054

Reference yield:

2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol (77270-59-8) → (5aR,9aS)-4-Acetyl-8-methoxy-2,7-dimethyl-5,10-dioxo-9-phenylsulfanyl-3,4,5,5a,6,9,9a,10-octahydro-2H-naphtho[2,3-b][1,4]oxazine-2-carboxylic acid methyl ester (77270-69-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / K₂CO₃ / acetone / 12 h / Heating

2: 96 percent / NaI, K₂CO₃ / acetone / 15 h / 90 °C

3: 100 percent / 5percent KOH / ethanol; tetrahydrofuran / 1 h / Ambient temperature

4: 1.) (i-Pr)2NLi / 1.) THF, -50 deg C, 2 h, 2.) from -50 deg C to room temp.

5: methanol

6: 100 percent / H₂, HCl / 10percent Pd/C / benzene; ethanol / 6 h / Ambient temperature

7: 94 percent / pyridine / 5 h / 110 °C

8: 99 percent / HCl(gas) / methanol / 0.17 h / 40 °C

9: 84 percent / Fremy's salt, 1/6 M KH₂PO₄ / 2 h / Ambient temperature

10: ZnCl₂ / CH₂Cl₂ / 6 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; potassium dihydrogenphosphate; potassiuim nitrosodisulfonate; hydrogen; potassium carbonate; sodium iodide; zinc(II) chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; acetone; benzene;

DOI:10.1021/jo00324a054

Reference yield:

2-Amino-3-(2-methoxy-ethoxymethoxy)-phenol (77270-59-8) → 4-Benzyl-5-hydroxy-2-methyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / K₂CO₃ / acetone / 12 h / Heating

2: 96 percent / NaI, K₂CO₃ / acetone / 15 h / 90 °C

3: 100 percent / 5percent KOH / ethanol; tetrahydrofuran / 1 h / Ambient temperature

4: 1.) (i-Pr)2NLi / 1.) THF, -50 deg C, 2 h, 2.) from -50 deg C to room temp.

5: methanol

6: 99 percent / HCl gas / methanol / 0.17 h / 40 °C

With hydrogenchloride; potassium hydroxide; potassium carbonate; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; acetone;

DOI:10.1021/jo00324a054

upstream raw materials:

3-(2-Methoxy-ethoxymethoxy)-2-nitro-phenol

Downstream raw materials:

4-Benzyl-5-(2-methoxy-ethoxymethoxy)-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid methyl ester

4-Benzyl-5-(2-methoxy-ethoxymethoxy)-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid

4-Benzyl-5-(2-methoxy-ethoxymethoxy)-2-methyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid methyl ester

(5aR,9aS)-4-Acetyl-8-methoxy-2,7-dimethyl-5,10-dioxo-9-phenylsulfanyl-3,4,5,5a,6,9,9a,10-octahydro-2H-naphtho[2,3-b][1,4]oxazine-2-carboxylic acid methyl ester