YOU SAID:

i was gone for quite some time i was tired of listening to him

INTO JAPANESE

私はかなりの時間のうちに私は彼に聞いてうんざりしていた

BACK INTO ENGLISH

I was tired of listening to him in quite some time

INTO JAPANESE

私はかなりの時間で彼の話を聞いてうんざりしていた

BACK INTO ENGLISH

I was tired of listening to his story in quite some time

INTO JAPANESE

私はかなりの時間で彼の話を聞いてうんざりしていました

BACK INTO ENGLISH

I was tired of listening to his story in quite some time