(1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one

Base Information

• Chemical Name: (1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one
• CAS No.: 908861-38-1
• Molecular Formula: C₁₇H₁₈INO₃
• Molecular Weight: 411.239
• Mol file: 908861-38-1.mol

Synonyms:(1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one

Chemical Property of (1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one

There total 1 articles about (1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one 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%

(1S,4R)-1-(iodomethyl)-7,7-dimethylbicyclo-[2.2.1]heptan-2-one (78622-29-4,84708-94-1) + 2-nitro-benzaldehyde (552-89-6) → (1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one (908861-38-1)

Guidance literature:

(1S,4R)-1-(iodomethyl)-7,7-dimethylbicyclo-[2.2.1]heptan-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - -40 ℃; for 2h;

2-nitro-benzaldehyde; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.tetasy.2006.05.012

Reference yield: 73.0%

(1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one (908861-38-1) → (1R,4S)-3-(2-aminophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one (908861-39-2)

Guidance literature:

With hydrogenchloride; iron; acetic acid; In ethanol; water; for 0.25h; Heating;

DOI:10.1016/j.tetasy.2006.05.012

Reference yield:

(1R,4S)-3-(2-nitrophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one (908861-38-1) → (1S,4S)-4-phenylthiomethyl-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / iron; HCl; acetic acid / ethanol; H₂O / 0.25 h / Heating

2: 92 percent / carbitol; H₂SO₄ / 1 h / Heating

3: 76 percent / NaH / dimethylformamide / 5 h / 70 °C

With hydrogenchloride; ethoxyethoxyethanol; sulfuric acid; iron; sodium hydride; acetic acid; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2006.05.012

upstream raw materials:

(1S,4R)-1-(iodomethyl)-7,7-dimethylbicyclo-[2.2.1]heptan-2-one

2-nitro-benzaldehyde

Downstream raw materials:

(1R,4S)-3-(2-aminophenyl)methylene-1-iodomethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one