Fortune and Silk Touch enchantments not working on last use

The bug

Silk Touch and Fortune enchantments on tools that have one durability left don't apply the enchantment's effect.

How to reproduce

Silk Touch

1. Get a grass block and place it down
2. Use the command:

   /give @p minecraft:diamond_shovel{Enchantments:[{id:silk_touch,lvl:1}],Damage:1559}
   

3. Break grass block
   → Grass block is dropped
4. Place the grass block down again and break it
   → Dirt is Dropped

Fortune

1. Get two diamond ore block and place them down
2. Use the command:

   /give @p minecraft:diamond_pickaxe{Enchantments:[{id:fortune,lvl:1000}],Damage:1559}
   

3. Break one diamond ore block
   → You get more than one diamond
4. Break the other diamond ore block
   → You only get one diamond