2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropanaphthalene-3-carbonitrile

Base Information

• Chemical Name: 2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropa
• Molecular Formula: C₂₇H₂₂ClNO₄S₂
• Molecular Weight: 524.061

Synonyms:2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropanaphthalene-3-carbonitrile

Chemical Property of 2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropa

Chemical Property:

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Useful:

There total 6 articles about 2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropanaphthalene-3-carbonitrile 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: 62.0%

2-Chloronaphthalene-1-carbonitrile (109297-28-1) + carbanion of chloromethyl p-tolyl sulfone (125407-65-0) → 2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropanaphthalene-3-carbonitrile (109297-21-4)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -40 ℃; for 0.333333h;

DOI:10.1246/cl.1987.61

Reference yield: 62.0%

chloromethyl p-tolylsulfone (7569-26-8) + 2-Chloronaphthalene-1-carbonitrile (109297-28-1) → 2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropanaphthalene-3-carbonitrile (109297-21-4)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -40 ℃; for 0.333333h;

Reference yield:

2-acetylaminonaphthalene (581-97-5) → 2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropanaphthalene-3-carbonitrile (109297-21-4)

Guidance literature:

Multi-step reaction with 5 steps

1: Br₂ / CCl₄

2: hydrolysis

3: diazotation in H₂SO₄/HOAc

5: 62 percent / t-BuOK / dimethylformamide / 0.33 h / -40 °C

With potassium tert-butylate; bromine; In tetrachloromethane; N,N-dimethyl-formamide;

upstream raw materials:

chloromethyl p-tolylsulfone

2-Chloronaphthalene-1-carbonitrile

carbanion of chloromethyl p-tolyl sulfone

2-acetylaminonaphthalene

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