A related challenge is to translate descriptions into mathematical equations. Things like "Bob ate 5 times as many berries as Sue". Funny thing is in his head he works out and comes up with the correct answer. But when I ask him to go through the process it's totally alien to him. The only way I think is to make him practice with as many such challenges as possible.
Now when I look back 30 years ago, I recall the struggle I went through to even understand the meaning of "X + 2 = 3" let alone do the magic of moving 2 to the right and change its sign.