YOU SAID:

Audrey has to sleep at 11:00pm and she has to wake up at 11:00 am

INTO JAPANESE

オードリーは午後11時に寝なければならず、午前11時に起きなければなりません。

BACK INTO ENGLISH

Audrey must sleep at 11 pm and wake up at 11 am.

INTO JAPANESE

オードリーは午後11時に寝て、午前11時に起きなければなりません。

BACK INTO ENGLISH

Audrey must sleep at 11 pm and wake up at 11 am.