6-Aminohexanoic Acid → 6-Acrylamidohexanoic Acid

HRID 2380689Notes

Reaction equation

HRID 2380689 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].N[C@H](C(O)=O)[CH2:12][CH2:13][C:14](O)=[O:15]>>[C:14]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8])(=[O:15])[CH:13]=[CH2:12]

Participants

3

Reactant 2

HCID 5646-Aminohexanoic AcidHCID 33032L-Glutamic Acid

Product 1

HCID 3242006-Acrylamidohexanoic AcidYield 85%

Procedure

Using the same procedure as previously described except substituting 6-aminocaproic acid for the glutamic acid, the crude product was obtained in greater than 85% yield. After crystallization from water or ethyl acetate, the white, crystalline N-acryloyl-6-aminocaproic acid had a melting point of 88°-90° C.

Sources & evidence

ORD record
ord-6a45d20a31cc43349cd1305a55ab7015
Source dataset
uspto-grants-1994_11
Patent number
US05369142

Reaction notes

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