4-Nitrobenzyl alcohol → 4-Nitrobenzyl 5-amino-4-oxopentanoate Hydrochloride

Reaction equation

[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][OH:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[ClH:12].[NH2:13][CH2:14][C:15](=[O:21])[CH2:16][CH2:17][C:18](O)=[O:19]>>[ClH:12].[NH2:13][CH2:14][C:15](=[O:21])[CH2:16][CH2:17][C:18]([O:9][CH2:8][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:11][CH:10]=1)=[O:19]

Participants

Reactant 2

HCID 692754-Nitrobenzyl alcohol

HCID 123608Aminolevulinic Acid Hydrochloride

Product 1

HCID 222531494-Nitrobenzyl 5-amino-4-oxopentanoate Hydrochloride

Procedure

From 4-nitrobenzyl alcohol (5.0 g; 33 mmol) and 5-amino-4-oxopentanoic acid hydrochloride (1.0 g; 6.0 mmol). The reaction was complete after 15 min at 135° C. The yield was 0.95 g (52%).

Sources & evidence

ORD record: ord-a3e7e53ee41242e4af228c2a4c7fb567
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07563819B1

Reaction notes

Loading…