YOU SAID:

I dropped off my brown dog so he could watch TV and then I picked them up around 4 o’clock

INTO JAPANESE

茶色の犬をテレビを見られるように預けて、4時頃に迎えに行きました

BACK INTO ENGLISH

I left the brown dog there so he could watch TV and picked him up around 4 o'clock.

INTO JAPANESE

私は茶色の犬をそこに残し、テレビを見させてあげて、4時頃に迎えに行きました。

BACK INTO ENGLISH

I left the brown dog there to watch TV and picked him up around 4 o'clock.

INTO JAPANESE

私は茶色の犬をそこに残してテレビを見させ、4時頃に迎えに行きました。

BACK INTO ENGLISH

I left the brown dog there to watch TV and picked him up around 4 o'clock.