Formaldehyde → HCID 21293847, compound

HRID 622153Notes

Reaction equation

[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C=O.[C:11]([O-])([O-])=[O:12].[K+].[K+].C(N1CCCCCC1=O)O>>[CH2:11]([CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:1]1=[O:8])[OH:12]

Participants

Reactant 4

HCID 712Formaldehyde

HCID 7768Caprolactam

HCID 11430Potassium Carbonate

HCID 831272H-Azepin-2-one, hexahydro-1-(hydroxymethyl)-

Product 1

HCID 21293847HCID 21293847, compound

Conditions

Temperature: 50 °C

Procedure

1,130 g (10.00 mol) of 6-caprolactam, 306.1 g (10.00 mol) of 98% purity paraformaldehyde and 6.91 g (0.05 mol) of ground K2CO3 were brought to reaction. Apart from the catalyst, a clear solution was present. After 2 hours, the mixture was cooled to 50° C.; a few grains of pure N-methylol-caprolactam were added as seed crystals. 1,428 g of methylolcaprolactam (=99.9% of the theoretical yield) were obtained.

Sources & evidence

ORD record: ord-2e68a12907284739970f23999b270536
Source dataset: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04769454

Reaction notes

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