exo-Isocamphanone

Base Information

• Chemical Name: exo-Isocamphanone
• CAS No.: 3649-86-3
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• Mol file: 3649-86-3.mol

Synonyms:

Chemical Property of exo-Isocamphanone

Chemical Property:

• PSA: 17.07000
• LogP: 2.25760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of exo-Isocamphanone

There total 13 articles about exo-Isocamphanone 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: 40.0%

ethyl bromoacetate (105-36-2) + 5,5,6-trimethyl-2-(1-pyrrolidinyl)bicyclo[2.2.1]hept-2-ene → (+-)-5,5,6exo-trimethyl-norbornan-2-one (3292-05-5,3649-86-3,3767-44-0,26399-21-3,63814-38-0,63814-39-1,68330-85-8) + exo-3-ethoxycarbonylmethyl-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one

Guidance literature:

ethyl bromoacetate; 5,5,6-trimethyl-2-(1-pyrrolidinyl)bicyclo[2.2.1]hept-2-ene; In toluene; at 20 ℃; for 4h;

With water; In toluene; at 20 ℃;

DOI:10.1023/A:1012463524185

Reference yield: 37.0%

allyl bromide (106-95-6) + 5,5,6-trimethyl-2-(1-pyrrolidinyl)bicyclo[2.2.1]hept-2-ene → (+-)-5,5,6exo-trimethyl-norbornan-2-one (3292-05-5,3649-86-3,3767-44-0,26399-21-3,63814-38-0,63814-39-1,68330-85-8) + exo-3-allyl-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one

Guidance literature:

allyl bromide; 5,5,6-trimethyl-2-(1-pyrrolidinyl)bicyclo[2.2.1]hept-2-ene; In toluene; at 20 ℃; for 4h;

With water; In toluene; at 20 ℃;

DOI:10.1023/A:1012463524185

Reference yield:

6-Oxocamphene (53803-33-1) → endo-Isocamphan-5-on, α-Dihydrocamphenon (3292-05-5,3649-86-3,3767-44-0,26399-21-3,63814-38-0,63814-39-1,68330-85-8)

Guidance literature:

With hydrogen; palladium on activated charcoal;

upstream raw materials:

2-exo-6-exo-5,5,6-trimethylbicyclo<2.2.1>heptan-2-ol

2-(5,5,6-trimethylbicyclo[2.2.1]hept-exo-2-yl)phenol

methyllithium

ethyl bromoacetate

Downstream raw materials:

1,1'-Biadamantane

endo-3-butyl-1,7,7-trimethylbicyclo<2.2.1>hept-exo-2-ylbenzamide

endo-6-butyl-1,7,7-trimethylbicyclo<2.2.1>hept-exo-2-ylbenzamide

α-campholenonitrile

Refernces

• 1、 Koval'skaya, S. S.,Kozlov, N. G.,Knizhnikov, V. A.,Makhnach, S. A.. "REACTION OF 3-BROMOISOCAMPHANONE WITH METHYLLITHIUM". . p. 1818 - 1823. Retrieved 2007/10/02.