Caprolactam → 6-Aminohexanoic Acid

Reaction equation

[OH-:1].[Na+].[C:3]1(=[O:10])[NH:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>>[NH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:10])=[O:1]

Participants

Reactant 2

HCID 7768Caprolactam3×

HCID 14798Sodium Hydroxide3×

Product 1

HCID 5646-Aminohexanoic Acid

Procedure

The removal of water takes place in the presence of a total of less than 20 mmol of sodium hydroxide, in aqueous solution, per kg of caprolactam. The aqueous sodium hydroxide solution for this is added to the caprolactam prior to the evaporators. The aqueous sodium hydroxide solution is to react with caprolactam to give the Na-salt of 6-aminocaproic acid. This salt, according to DD-A-202870, has the same purification effect as sodium hydroxide, but, in contrast to sodium hydroxide, does not cause any caprolactam oligomerization.

Workup

customThe removal of water

Sources & evidence

ORD record: ord-4141a931bb384baa9da159d84048e1fb
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08841445B2

Reaction notes

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