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Could you help me with this sentence (it's from Attack on Titan)

> そんなに寝ぼけるまで熟睡【じゅくすい】して **たの** ？

そんな refers to the muttering he did earlier

まで probably doesn't mean "until", but rather "even"

So something like, "even half asleep, you do..."  
I'm just not sure how the 熟睡 part fits in, and how the ”たの” works.

I appreciate any help on that matter. Thanks :)
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grammar sentence-final-particles
たの at the end of 「そんなに寝ぼけるまで熟睡してたの？」
The `してたの?` denotes both a question and a feeling of astonishment.

For example, the sentence translate to

`Did you have such a good sleep that you're only just half awake right now?`

Which poses a question of whether thr subject had a good sleep, and at the
same time express doubt and astonishment that someone could be having a good
sleep in that situation. (You know, with all the 巨人 around :/)
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As a native Japanese speaker, let me answer. I am really afraid to say, do not
misunderstand the "structure" of my tongue, otherwise you will probably
misunderstand forever.

First off, the sentence you made perfectly makes sense.

Now let me explain "linguistically"

”してたの” will be divided into, well, 4 pieces! ( What a complex language, my
friend, but the since the structure is completely different from English from
the very basic, please hang on to it )

----> し/て/た/の。

First し is variable form of "old" word "す”, which according to the word that
come after it changed to "し” ( linguistically categorized as "conjunctive
form" ( = in order to continue to next word て )) ---> in English, meaning "do"

Second "て” was actually, or historically, a verb, however, it lost the
original meaning and currently categorized as noun so that the sentence can be
continued. ---> In English, meaning, nothing, just a "superficial" noun.

Third "た” means in English, "finish", being categorized as "auxiliary".

Finally, "の” is expressing the "question" in English, so to say,
linguistically categorized as a particle.

Soooooooooo, after long jargon, "してたの” means in English, "( you ) did so?"

Since Japanese is S-O-V, you have put in "熟睡” correctly. Because it is a noun
= O.

I explained V in your sentence above.

熟睡＝O + してたの = V = "did you so?"

Wow, I think I am going nuts. ha-ha.
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The previous sentence is Eren saying なんで、ここに... which can be translated to
"Why am I here?"

そんなに means "so", "so much". For the differences with こんなに and あんなに, see this :
[Why use あんなに instead of こんなに when expressing one's
memories?](https://japanese.stackexchange.com/questions/11824/why-
use-%E3%81%82%E3%82%93%E3%81%AA%E3%81%AB-instead-
of-%E3%81%93%E3%82%93%E3%81%AA%E3%81%AB-when-expressing-ones-
memories\(refering)

まで in this case means "to such an extent".

ねぼける means "to be half asleep" or "to act strangely, to be disoriented, to be
confused, to ramble, as if just waking up".

熟睡 means a deep sleep.

してた is a casual way of saying していた wich is just the past tense of the ている form
of する.

の? is a feminin way of saying のか。/のだ? which here combines a bit of surprise
and asking for explanation/confirmation about the situation you just
saw/heard, in this case, Eren not knowing where he is.

So the whole sentence means : "You were sleeping deeply enough to be _that_
confused?"
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> 熟睡する "enter deep sleep"  
>  熟睡している "be deeply asleep"  
>  熟睡していた "was deeply asleep"

+

> 寝ぼける "become disoriented (due to sleep)"  
>  そんなに寝ぼける "become _that_ disoriented"  
>  そんなに寝ぼけるまで "until (you) become _that_ disoriented"

=

> そんなに寝ぼけるまで熟睡していた "(You) were so deeply asleep until you became _that_
> disoriented."

Then, turn it into a question with 「の？」:

> そんなに寝ぼけるまで熟睡していたの？ "(You) were so deeply asleep until you became _that_
> disoriented?"

And drop the 「い」 as is commonly done in colloquial speech:

> そんなに寝ぼけるまで熟睡してたの？ "(You) were so deeply asleep until you became _that_
> disoriented?"

And finally a slightly more natural translation:

> そんなに寝ぼけるまで熟睡してたの？ "You were sleeping so deeply that you became _that_
> disoriented?"
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