Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester

Base Information

• Chemical Name: Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester
• CAS No.: 154821-85-9
• Molecular Formula: C₁₅H₁₇BrO₇
• Molecular Weight: 389.2
• Mol file: 154821-85-9.mol

Synonyms:Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester

Chemical Property of Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester

There total 9 articles about Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl 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: 80.0%

Acetic acid 3,6-diacetoxy-2-(2-hydroxy-ethyl)-4-methoxy-phenyl ester (154821-87-1) → Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester (154821-85-9)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; 0 deg C; RT, 6 h;

DOI:10.1016/S0040-4039(00)76220-4

Reference yield:

3,5-dimethoxyphenylacetonitrile (13388-75-5) → Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester (154821-85-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 90 percent / 40percent NaOH, H₂O₂ / ethanol / Heating

2: 98 percent / LiAlH₄ / tetrahydrofuran / Heating

3: 1) NaH / 1) THF, 2) THF, reflux

4: 80 percent / CrO₃, H₂O / acetic acid / 0 deg C; RT, 2 h

5: 65 percent / H₂SO₄ / 12 h / Ambient temperature

6: 85 percent / hydrogen / Pd/C / ethyl acetate / 12 h / Ambient temperature

7: 80 percent / CBr₄, PPh₃ / CH₂Cl₂ / 0 deg C; RT, 6 h

With chromium(VI) oxide; sodium hydroxide; lithium aluminium tetrahydride; carbon tetrabromide; sulfuric acid; water; hydrogen; dihydrogen peroxide; sodium hydride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; ethyl acetate;

DOI:10.1016/S0040-4039(00)76220-4

Reference yield:

(3,5-dimethoxyphenyl)acetic acid (4670-10-4) → Acetic acid 3,6-diacetoxy-2-(2-bromo-ethyl)-4-methoxy-phenyl ester (154821-85-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / Heating

2: 1) NaH / 1) THF, 2) THF, reflux

3: 80 percent / CrO₃, H₂O / acetic acid / 0 deg C; RT, 2 h

4: 65 percent / H₂SO₄ / 12 h / Ambient temperature

5: 85 percent / hydrogen / Pd/C / ethyl acetate / 12 h / Ambient temperature

6: 80 percent / CBr₄, PPh₃ / CH₂Cl₂ / 0 deg C; RT, 6 h

With chromium(VI) oxide; lithium aluminium tetrahydride; carbon tetrabromide; sulfuric acid; water; hydrogen; sodium hydride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetic acid; ethyl acetate;

DOI:10.1016/S0040-4039(00)76220-4

upstream raw materials:

Acetic acid 3,6-diacetoxy-2-(2-hydroxy-ethyl)-4-methoxy-phenyl ester

3,5-dimethoxyphenylacetonitrile

(3,5-dimethoxyphenyl)acetic acid

2-(2-Benzyloxy-ethyl)-6-methoxy-[1,4]benzoquinone

Downstream raw materials:

Acetic acid 3,6-diacetoxy-2-[2-(dimethoxy-phosphoryl)-ethyl]-4-methoxy-phenyl ester