CYCLOHEXYL-[2,2-DIMETHOXY-1-METHYL-ETH-(E)-YLIDENE]-AMINE

Base Information

• Chemical Name: CYCLOHEXYL-[2,2-DIMETHOXY-1-METHYL-ETH-(E)-YLIDENE]-AMINE
• CAS No.: 53250-16-1
• Molecular Formula: C11H21NO2
• Molecular Weight: 199.28994
• Mol file: 53250-16-1.mol

Synonyms:CYCLOHEXYL-[2,2-DIMETHOXY-1-METHYL-ETH-(E)-YLIDENE]-AMINE

Chemical Property of CYCLOHEXYL-[2,2-DIMETHOXY-1-METHYL-ETH-(E)-YLIDENE]-AMINE

Chemical Property:

• Boiling Point: 238.6±30.0 °C(Predicted)
• PKA: 6.86±0.20(Predicted)
• PSA: 30.82000
• Density: 1.01±0.1 g/cm3(Predicted)
• LogP: 2.39890

Purity/Quality:

99% ^*data from raw suppliers

CYCLOHEXYL-(2,2-DIMETHOXY-1-METHYL-ETH-(E)-YLIDENE)-AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of CYCLOHEXYL-[2,2-DIMETHOXY-1-METHYL-ETH-(E)-YLIDENE]-AMINE

There total 2 articles about CYCLOHEXYL-[2,2-DIMETHOXY-1-METHYL-ETH-(E)-YLIDENE]-AMINE 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: 83.0%

Pyruvic aldehyde dimethyl acetal (6342-56-9) + cyclohexylamine (108-91-8,157973-60-9) → cyclohexyl-(2,2-dimethoxy-1-methyl-ethylidene)-amine (53250-16-1)

Guidance literature:

In toluene; for 5h; Heating;

DOI:10.1055/s-1998-1723

Reference yield:

→ cyclohexyl-(2,2-dimethoxy-1-methyl-ethylidene)-amine (53250-16-1)

Guidance literature:

DOI:10.1016/S0040-4039(01)82313-3 DOI:10.1016/0045-2068(77)90044-X

Reference yield:

cyclohexyl-(2,2-dimethoxy-1-methyl-ethylidene)-amine (53250-16-1) → (R)-2-(dimethoxymethyl)-2-hydroxybut-3-yn-1-yl benzoate + 2-(dimethoxymethyl)-2-hydroxybut-3-yn-1-yl benzoate

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / tert-butyl methyl ether; hexane / 16 h / 20 °C / Inert atmosphere

1.2: Amberlyte IR-120H resin / 4 h

2.1: tetramethylammonium bromide / acetonitrile / 20 °C / Inert atmosphere

3.1: (1R,2S)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol; diethylzinc / tetrahydrofuran; toluene / 3 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; diethylzinc; tetramethylammonium bromide; (1R,2S)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol; In tetrahydrofuran; hexane; tert-butyl methyl ether; toluene; acetonitrile;

DOI:10.1021/acs.orglett.0c01431

upstream raw materials:

Pyruvic aldehyde dimethyl acetal

cyclohexylamine

Downstream raw materials:

cyclohexyl-(1-dimethoxymethyl-hexylidene)-amine

Cyclohexyl-[1-dimethoxymethyl-3-phenyl-prop-(Z)-ylidene]-amine

1,1-Dimethoxy-5-phenyl-pentan-2-one

cyclohexyl-(1-dimethoxymethyl-3-methyl-butylidene)-amine