2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile

Base Information

• Chemical Name: 2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile
• CAS No.: 144707-52-8
• Molecular Formula: C₂₄H₃₅NO₃
• Molecular Weight: 385.547
• Mol file: 144707-52-8.mol

Synonyms:

Chemical Property of 2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile

There total 10 articles about 2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile 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:

methyl 2,6-dimethoxybenzoate (2065-27-2) → 2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile (144707-52-8)

Guidance literature:

Multi-step reaction with 11 steps

1: 94 percent / diethyl ether / 0.17 h / Heating

2: 98 percent / glacial HOAc / 2 h / Heating

3: 97 percent / H₂ / 5percent Pd/C / diethyl ether / 19 h / 2068.6 Torr

4: m-CPBA / CH₂Cl₂ / Ambient temperature

5: 88 percent / K₂CO₃ / acetone / 120 h / Heating

6: 88 percent / KBr, 18-crown-6, m-CPBA / CH₂Cl₂ / 0.5 h

7: 1) Mg / 1) THF, 2) cooling, then reflux, 5 min

8: 100 percent / NaBH₄ / methanol / 0.25 h / 0 °C

9: 96 percent / PBr₃, pyridine / benzene / 3 h

10: 91 percent / 18-crown-6 / acetonitrile / 1 h / 60 °C

11: 1) LDA / 1) THF, hexane, -78 deg C, 5 min, 2) -78 deg C -> rt, 3 h

With pyridine; sodium tetrahydroborate; 18-crown-6 ether; hydrogen; phosphorus tribromide; potassium carbonate; magnesium; acetic acid; 3-chloro-benzenecarboperoxoic acid; potassium bromide; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; acetone; acetonitrile; benzene;

Reference yield:

1,3-dimethoxy-2-(1-hydroxy-1-methylethyl)benzene (16929-70-7) → 2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile (144707-52-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / glacial HOAc / 2 h / Heating

2: 97 percent / H₂ / 5percent Pd/C / diethyl ether / 19 h / 2068.6 Torr

3: m-CPBA / CH₂Cl₂ / Ambient temperature

4: 88 percent / K₂CO₃ / acetone / 120 h / Heating

5: 88 percent / KBr, 18-crown-6, m-CPBA / CH₂Cl₂ / 0.5 h

6: 1) Mg / 1) THF, 2) cooling, then reflux, 5 min

7: 100 percent / NaBH₄ / methanol / 0.25 h / 0 °C

8: 96 percent / PBr₃, pyridine / benzene / 3 h

9: 91 percent / 18-crown-6 / acetonitrile / 1 h / 60 °C

10: 1) LDA / 1) THF, hexane, -78 deg C, 5 min, 2) -78 deg C -> rt, 3 h

With pyridine; sodium tetrahydroborate; 18-crown-6 ether; hydrogen; phosphorus tribromide; potassium carbonate; magnesium; acetic acid; 3-chloro-benzenecarboperoxoic acid; potassium bromide; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; acetone; acetonitrile; benzene;

Reference yield:

1,3-dimethoxy-2-(1-methylethenyl)benzene (25108-61-6) → 2-Geranyl-2-(2,4,5-trimethoxy-3-isopropylphenyl)acetonitrile (144707-52-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 97 percent / H₂ / 5percent Pd/C / diethyl ether / 19 h / 2068.6 Torr

2: m-CPBA / CH₂Cl₂ / Ambient temperature

3: 88 percent / K₂CO₃ / acetone / 120 h / Heating

4: 88 percent / KBr, 18-crown-6, m-CPBA / CH₂Cl₂ / 0.5 h

5: 1) Mg / 1) THF, 2) cooling, then reflux, 5 min

6: 100 percent / NaBH₄ / methanol / 0.25 h / 0 °C

7: 96 percent / PBr₃, pyridine / benzene / 3 h

8: 91 percent / 18-crown-6 / acetonitrile / 1 h / 60 °C

9: 1) LDA / 1) THF, hexane, -78 deg C, 5 min, 2) -78 deg C -> rt, 3 h

With pyridine; sodium tetrahydroborate; 18-crown-6 ether; hydrogen; phosphorus tribromide; potassium carbonate; magnesium; 3-chloro-benzenecarboperoxoic acid; potassium bromide; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; acetone; acetonitrile; benzene;

upstream raw materials:

geranyl bromide

2,4,5-Trimethoxy-3-isopropylphenylacetonitrile

3-(1-methylethyl)-1,2,4-trimethoxybenzene

methyl 2,6-dimethoxybenzoate