4-Hydroxy-3-nitrobenzoic acid → 2-Nitrophenol

HRID 1828857Notes

Reaction equation

[OH:1][C:2]1[CH:10]=[CH:9][C:5](C(O)=O)=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].C1C=CC2N(O)N=NC=2C=1.CC(C)N=C=NC(C)C>>[N+:11]([C:3]1[CH:4]=[CH:5][CH:9]=[CH:10][C:2]=1[OH:1])([O-:13])=[O:12]

Participants

Reactant 3

HCID 120334-Hydroxy-3-nitrobenzoic acid

HCID 12734Diisopropylcarbodiimide

HCID 757711-Hydroxybenzotriazole

Product 1

HCID 69472-Nitrophenol

Procedure

This material was prepared from 4-hydroxy-3nitrobenzoic acid (1a) (1 g, 5.46 mmol), HOBt (1 g 7.4 mmol), DIC (1,3-diisopropylcarbodiimide, 1 mL, 6.4 mmol), and a MP resin (1 g, 0.99 mmol) using a procedure similar to polystyrene resin (PS-2a).

Sources & evidence

ORD record: ord-51e2ef4f13f84f648f048a47f5fcf158
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07060752B2

Reaction notes

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