2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester
• CAS No.: 87166-88-9
• Molecular Formula: C₂₄H₃₁NO₂
• Molecular Weight: 365.516
• Mol file: 87166-88-9.mol

Synonyms:2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester

Chemical Property of 2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester

There total 5 articles about 2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl 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: 25.0%

2-(1-Benzyl-1H-pyrrol-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester (87166-87-8) → 2,3,4,7,7a,8,9,10-Octahydro-1H-benzo[h]pyrrolo[1,2-b]isoquinolin-12-one (87166-96-9) + 2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester (87166-88-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)91913-1

Reference yield:

1-benzyl-1H-pyrrole-2-carbaldehyde (18159-24-5) → 2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester (87166-88-9)

Guidance literature:

Multi-step reaction with 4 steps

2: 87 percent / Zn-Cu couple, 10percent KOH / H₂O; pyridine / 13 h / Heating

3: 100 percent / diethyl ether

4: 25 percent / hydrogen / PtO₂ / acetic acid / 3 h / Ambient temperature

With potassium hydroxide; hydrogen; copper; zinc; platinum(IV) oxide; In pyridine; diethyl ether; water; acetic acid;

DOI:10.1016/S0040-4020(01)91913-1

Reference yield:

benzyl chloride (100-44-7) → 2-(1-Cyclohexylmethyl-pyrrolidin-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester (87166-88-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) NaH / 1) DMF, 0 deg C, 0.5 h; 2) 0 deg C, 1 h, room temp., 16 h

3: 87 percent / Zn-Cu couple, 10percent KOH / H₂O; pyridine / 13 h / Heating

4: 100 percent / diethyl ether

5: 25 percent / hydrogen / PtO₂ / acetic acid / 3 h / Ambient temperature

With potassium hydroxide; hydrogen; copper; sodium hydride; zinc; platinum(IV) oxide; In pyridine; diethyl ether; water; acetic acid;

DOI:10.1016/S0040-4020(01)91913-1

upstream raw materials:

2-(1-Benzyl-1H-pyrrol-2-ylmethyl)-naphthalene-1-carboxylic acid methyl ester

1-benzyl-1H-pyrrole-2-carbaldehyde

benzyl chloride

3-(1-Benzyl-1H-pyrrol-2-yl)-3H-naphtho[1,2-c]furan-1-one