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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1601639Generated: October 29, 2026

Ammonia → Methyl 6-aminohexanoate

https://huagongshe.com/reaction/1601639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMagnesium orthosilicateHCID 66225—
ReactantMethyl 6-oxohexanoateHCID 81164—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
ProductMethyl 6-aminohexanoateHCID 1810164—

Reaction Steps

U.S. Pat. Nos. 4,730,041 and 4,731,445 use methyl 5-formylvalerate as a starting material and an alkanol as a solvent to produce caprolactam. First, methyl 5-formylvalerate is reacted with excess ammonia and hydrogen in the presence of an alkanol as a solvent and in the presence of a magnesium silicate-supported nickel catalyst at 40° to 130° C. under superatmospheric pressure to form methyl 6-aminocaproate. After the unreacted ammonia and hydrogen gas are removed, methyl 6-aminocaproate is converted into 6-aminocaproic acid and then formed to caprolactam by dehydrolyzation and cyclization or by direct de-alcoholization and cyclization. Although the process does not involve the hydrolyzation procedure of 5-formylvalerate, it suffers from the disadvantage that the starting material has a very low concentration (only 10%) and a great amount of alkanol should be separated and recycled.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977356
Source datasetuspto-grants-1999_11
ORD IDord-b4f3bad7598a4c6ab514db4c849e3487
Source noteuspto-grants-1999_11