Dr_Heckyll
(Hive Bee) 07-23-02 14:15 No 336119 |
How to make 2-hydroxyacetophenone? | Bookmark | ||||||
Any suggestions for short, efficient and cheap ways to prepare 2-hydroxyacetophenone [Ph-C(=O)-CH2-OH]? The compound is commercially available, but too expensive to be of use. Ring-substituted derivatives would also be of interest. Dr. Heckyll & Mr. Jive by Men at Work ...tells my tale. |
||||||||
Cyrax (Hive Bee) 07-23-02 14:35 No 336122 |
Synthesis | Bookmark | ||||||
Any suggestions for short, efficient and cheap ways to prepare 2-hydroxyacetophenone [Ph-C(=O)-CH2-OH]? First, we have to acylate benzene with benzyloxyacetylchloride: put dry benzene and anhydrous AlCl3 in a flask and add the acetylchloride, let react at 50 °C Then, we should remove the benzyl protecting group by catalytic hydrogenation with 0.5 weight eq. of 10 % Pd / C at 48 psi. What can one do with this compound? |
||||||||
Dr_Heckyll (Hive Bee) 07-23-02 16:15 No 336128 |
Interesting solution, Cyrax, but not quite ... | Bookmark | ||||||
Interesting solution, Cyrax, but not quite satisfying for two reasons: benzyloxyacetylchloride is expensive and not broadly available, and catalytic hydrogenations, especially under pressure, are not generally available in smaller labs. The compound of interest can easily be converted to 4-phenyl-4-oxazolin-2-one and substituted analogues which might have some pharmacological activity. Dr. Heckyll & Mr. Jive by Men at Work ...tells my tale. |
||||||||
Osmium (Stoni's sexual toy) 07-23-02 17:26 No 336141 |
acetophenone ----> chloroacetophenone ---> ... | Bookmark | ||||||
acetophenone ----> chloroacetophenone ---> desired product OMG! These druggies are converting tear gas into drugs! I'm not fat just horizontally disproportionate. |
||||||||