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

HRID 1105981Notes

Reaction equation

HRID 1105981 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].C1S(=O)(=[O:17])CCC1.[OH-].[K+].Cl>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([OH:17])[CH:7]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 118992,4-DichloronitrobenzeneHCID 14797Potassium HydroxideHCID 31347Sulfolane

Product 1

HCID 11900Phenol, 5-chloro-2-nitro-Yield 75.8%

Conditions

Temperature
110 °C

Procedure

384 g of 2,4-dichloronitrobenzene, 600 g of tetramethylene sulfone (sulfolane) and 1 g of the emulsifier as specified in Example 1 are introduced into the reaction vessel. Within 4 hours 448 g of 50% potassium hydroxide solution are added at 110° C. After stirring for a further 21 hours at 110° C., the reaction product is adjusted to pH 5.5 to 6 with 240 g of 30% hydrochloric acid and worked up as described in Example 1. 263 g of 5-chloro-2-nitrophenol (76% of the theory) are obtained.

Workup

  1. additionare introduced into the reaction vessel

Sources & evidence

ORD record
ord-5006f0960cbd4316840dac0b7a7e7209
Source dataset
uspto-grants-1982_01
Patent number
US04310711

Reaction notes

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