Hydrochloric Acid → phenol, 4,4'-sulfonylbis[2-nitro-

HRID 2372546Notes

Reaction equation

HRID 2372546 reaction equation
COC(=O)OC.[N+:7]([C:10]1[CH:11]=[C:12]([S:17]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([N+:27]([O-:29])=[O:28])[CH:21]=2)(=[O:19])=[O:18])[CH:13]=[CH:14][C:15]=1[OH:16])([O-:9])=[O:8].CO.[OH-].[Na+].Cl>O>[OH:16][C:15]1[CH:14]=[CH:13][C:12]([S:17]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([N+:27]([O-:29])=[O:28])[CH:21]=2)(=[O:18])=[O:19])=[CH:11][C:10]=1[N+:7]([O-:9])=[O:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 86745579HCID 86745579, compound

Product 1

HCID 237347phenol, 4,4'-sulfonylbis[2-nitro-Yield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

Into a 3-liter, 3-necked, round-bottom flask are charged 121 g of 3-nitro-4-hydroxyphenyl sulfone bis-methylcarbonate, 200 mL of methanol, 250 mL of water and 200 g of 50 percent aqueous sodium hydroxide. The reaction is heated to 55° C. for a period of 3 hours. Upon completion, the reaction is then cooled to 0° C. and acidified with concentrated hydrochloric acid. The resultant yellow solid is isolated by filtration, washed with water, and air dried to give 82 g of essentially pure 4-hydroxy-3-nitrophenyl sulfone (90 percent yield).

Workup

  1. temperatureUpon completion, the reaction is then cooled to 0° C.
  2. customThe resultant yellow solid is isolated by filtration
  3. washwashed with water, and air
  4. customdried

Sources & evidence

ORD record
ord-c1f0b81b18dd45539f1390e95fc86e5e
Source dataset
uspto-grants-1992_03
Patent number
US05099057

Reaction notes

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