There are two ways to clear the web cache in Oracle Apache,
1. Bounce Apache (You can refer the following article in this blog to do that)
http://oracally.blogspot.com/2010/01/startingstopping-apache-in-oracle.html
2. Web cache can be cleared without bouncing Apache. To do that, do the following,
Get "Functional Administrator" responsibility>Click on "Functional Administrator" responsibility
Following screen would come up.
Click on "Core Services" tab> Click "Caching Framework" menu > Click "Global Configurations"> Following screen would come up.
Click on "Clear all Cache" button which would prompt you to confirm> Click yes to clear all cache.
Note: Clearing cache would impact performance because server needs to cache any page opened after this.