Hydrochloric Acid → HCID 15027194, compound

HRID 2165031Notes

Reaction equation

HRID 2165031 reaction equation
[C:1]1([S:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:21][C:22]([O:24]C(C)C)=[O:23].[OH-].[Na+].Cl>C(O)(C)C.O>[C:1]1([S:11]([CH2:21][C:22]([OH:24])=[O:23])(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 7759Isopropyl chloroacetateHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 108887691-Naphthalenesulfinic acid

Product 1

HCID 15027194HCID 15027194, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

In 45 ml of isopropyl alcohol were suspended 44 g of 1-naphthalenesulfinic acid, 17.4 g of potassium carbonate and 34.4 g of isopropyl chloroacetate. The suspension was heated to reflux for three hours. The reaction mixture was cooled, and 20% aqueous solution of 13.8 g of sodium hydroxide was added to the mixture. The mixture was stirred for one hour. The resulting solution was diluted with 58 ml of water. To the solution was added 58 ml of hydrochloric acid. The precipitated crystals were recovered by filtration and air-dried. The yield was 54.9 g (95.8% of theoretical value).

Workup

  1. temperatureThe suspension was heated
  2. temperatureto reflux for three hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationThe precipitated crystals were recovered by filtration
  5. customair-dried

Sources & evidence

ORD record
ord-9170f20e479c4c1b97d54bceb179ad18
Source dataset
uspto-grants-1990_07
Patent number
US04939064

Reaction notes

Loading…