Hydrochloric Acid → Phenol, 5-chloro-2-nitro-

HRID 2396438Notes

Reaction equation

Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[OH-:12].[Na+].Cl>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([OH:12])[CH:7]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 118992,4-Dichloronitrobenzene

HCID 14798Sodium Hydroxide

Product 1

HCID 11900Phenol, 5-chloro-2-nitro-

Conditions

Temperature: 100 °C

Procedure

57.6 g (0.3 mol) of 2,4-dichloronitrobenzene were admixed with 10 g (0.014 mol) of dimethyldi(ethoxypolyoxypropyl)ammonium chloride and 150 ml of 20% by weight strength NaOH at 60° C. The two-phase reaction mixture was stirred for 21 hours at 100° C. and subsequently brought to pH 1 using HCl. Amount of 5-chloro-2-nitrophenol formed: after 21 hours: 40 GC area-%.

Workup

customThe two-phase reaction mixture

Sources & evidence

ORD record: ord-1af5c5de40794722a6909faad9a6d012
Source dataset: uspto-grants-1996_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05492875

Reaction notes

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