Bicyclo[2.2.1]heptan-2-one, 7-bromo-, (1R,4S,7R)-rel-

Base Information

• Chemical Name: Bicyclo[2.2.1]heptan-2-one, 7-bromo-, (1R,4S,7R)-rel-
• CAS No.: 7176-91-2
• Molecular Formula: C₇H₉BrO
• Molecular Weight: 189.052
• Mol file: 7176-91-2.mol

Synonyms:

Chemical Property of Bicyclo[2.2.1]heptan-2-one, 7-bromo-, (1R,4S,7R)-rel-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.1]heptan-2-one, 7-bromo-, (1R,4S,7R)-rel-

There total 5 articles about Bicyclo[2.2.1]heptan-2-one, 7-bromo-, (1R,4S,7R)-rel- 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: 55.0%

7-anti-Brom-8,9,10-trinorbornan-2-exo-ol (89892-92-2) → 7-anti-Brom-8,9,10-trinorbornan-2-on (7176-91-2,7242-95-7,89910-70-3)

Guidance literature:

With (S)-(-)-2-(phenylcarbamoyloxy)propionic acid; In diethyl ether; for 5h;

Reference yield:

2-Oxo-8,9,10-trinorbornan-7-anti-carbonsaeure → 7-anti-Brom-8,9,10-trinorbornan-2-on (7176-91-2,7242-95-7,89910-70-3)

Guidance literature:

With bromine; mercury(II) oxide; In various solvent(s); at 80 ℃; for 3h; Yield given. Yields of byproduct given;

DOI:10.1002/hlca.19830660711

Reference yield:

2-exo-Brom-5-endo-hydroxy-8,9,6-trinorbornan-7-anti-carbonsaeure → 7-anti-Brom-8,9,10-trinorbornan-2-on (7176-91-2,7242-95-7,89910-70-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / H₂ / Pd/C / aq. NaOH

2: 81 percent / CrO₃ in H₂SO₄ / acetone / 0.25 h / 0 - 5 °C

3: HgO, Br₂ / various solvent(s) / 3 h / 80 °C

With Jones’ reagent; hydrogen; bromine; mercury(II) oxide; palladium on activated charcoal; In sodium hydroxide; acetone;

DOI:10.1002/hlca.19830660711

upstream raw materials:

7-anti-Brom-8,9,10-trinorbornan-2-exo-ol

Refernces

• 1、 Werstiuk, Nick Henry,Timmins, George,Cappelli, Frank Peter. "Stereochemistry of acid-catalyzed cleavage of 3-chloro- and 3-bromonortricyclene in deuterated medium. Evidence for edge protonation of nortricyclenes". . p. 1709 - 1724. Retrieved 2007/10/02.