We just went through this our little one. She is nine months old. I apply the nighttime version of the baby Orajel before she goes to sleep. I have cut out the long morning nap because she was going to bed later and later or would go to sleep early and then wake up for a couple of hours too. She usually gets a blended early afternoon nap now.
I give her a bottle before I put her down at night too. (Not to keep in the bed, but to drink before she goes to bed.) If it is her bedtime- between 8:30 and 9:00 is where she functions the best- then I put her down. If she starts crying, I go in after 5 minutes, soothe her by patting her on the back and put her back on her back if she has stood up. Then if she keeps crying I go back in after 10 minutes and do the same soothing routine. Again at 15 minutes, etc. You might read or watch the DVD for "The Happiest Baby on the Block" as they have some great techniques to teach your baby to soothe himself to sleep. Good luck.