How to say he was just on the verge of going to sleep. in Japanese

1)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sighまさにまさに(masani) (adv) exactly/surely/certainly/just/on the verge/duly/naturally眠ろno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbうとしていたno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb。(。) Japanese period "."    
kareha masani nemuro utoshiteita 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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Translation by mookeee
2)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sighまさにまさに(masani) (adv) exactly/surely/certainly/just/on the verge/duly/naturally寝(ne) (ok) sleepに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.行こno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbうというところno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbだっただった(datta) was。(。) Japanese period "."    
kareha masani neni iko utoiutokorodatta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
Click for examples / more info
0
0
Translation by mookeee
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