2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide

Base Information

• Chemical Name: 2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide
• CAS No.: 340158-19-2
• Molecular Formula: C₁₉H₂₅IN₂O₅
• Molecular Weight: 488.322

Synonyms:2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide

Chemical Property of 2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide

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Technology Process of 2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide

There total 3 articles about 2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide 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: 65.0%

2-(6-hydroxy-cyclohex-1-enyl)-N,N-dimethyl-acetamide (340158-07-8) + 2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenol → 2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide (340158-19-2)

Guidance literature:

With diazene-1,2-diylbis(morpholinomethanone); tributylphosphine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)00111-3

Reference yield:

N,N-dimethyl-2-(6-oxo-cyclohex-2-enyl)-acetamide (340158-13-6) → 2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide (340158-19-2)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / tetrahydrofuran / Heating

2: 75 percent / sodium borohydride / methanol

3: 65 percent / azodicarboxylic dimorpholide; Bu₃P / tetrahydrofuran

With diazene-1,2-diylbis(morpholinomethanone); hydrogenchloride; sodium tetrahydroborate; tributylphosphine; In tetrahydrofuran; methanol; 3: Mitsunobu coupling;

DOI:10.1016/S0040-4039(01)00111-3

Reference yield:

N,N-dimethyl-2-(6-oxo-cyclohex-1-enyl)-acetamide (340158-12-5) → 2-{6-[2-iodo-6-methoxy-3-(2-nitro-ethyl)-phenoxy]-cyclohex-1-enyl}-N,N-dimethyl-acetamide (340158-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / sodium borohydride / methanol

2: 65 percent / azodicarboxylic dimorpholide; Bu₃P / tetrahydrofuran

With diazene-1,2-diylbis(morpholinomethanone); sodium tetrahydroborate; tributylphosphine; In tetrahydrofuran; methanol; 2: Mitsunobu coupling;

DOI:10.1016/S0040-4039(01)00111-3

upstream raw materials:

2-(6-hydroxy-cyclohex-1-enyl)-N,N-dimethyl-acetamide

N,N-dimethyl-2-(6-oxo-cyclohex-2-enyl)-acetamide

N,N-dimethyl-2-(6-oxo-cyclohex-1-enyl)-acetamide

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