Acetic Acid → HCID 19913958, compound

HRID 1090766Notes

Reaction equation

HRID 1090766 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([OH:15])[CH:9]=[CH:8]2)=[O:4].C(O)(=O)C.[N:20]([O-])=[O:21].[Na+]>O>[N:20]([C:11]1[C:12]2[C:7](=[CH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:14][CH:13]=2)[CH:8]=[CH:9][C:10]=1[OH:15])=[O:21]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 390995Methyl 6-hydroxy-2-naphthoateHCID 23668193Sodium Nitrite

Product 1

HCID 19913958HCID 19913958, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

202.0 g (1.0 mol) of 6-methoxycarbonyl-β-naphthol were suspended in 1120 ml of 90%-strength acetic acid, nitrosated with 182 g (1.05 mol) of 40%-strength sodium nitrite solution at 0°-5° C. in the course of 2.5 hours and then stirring was continued at room temperature for 45 minutes. The suspension obtained was made up to 3 l with water, the solid was filtered off by suction and washed with water until neutral. After drying, 228.1 g (99.7%) of crude 1-nitroso-6-methoxycarbonyl-β-naphthol were obtained.

Workup

  1. customThe suspension obtained
  2. filtrationthe solid was filtered off by suction
  3. washwashed with water until neutral
  4. customAfter drying

Sources & evidence

ORD record
ord-4fd812e309244b8283ddaaac0cfee5f2
Source dataset
uspto-grants-1992_01
Patent number
US05082932

Reaction notes

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