Hydrochloric Acid → HCID 15027194, compound

HRID 2371363Notes

Reaction equation

HRID 2371363 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

Conditions

Temperature
30 °C

Procedure

44 g of 1-naphthalenesulfinic acid, 17.4 g of potassium carbonate, and 34.4 g of isopropyl chloroacetate were suspended in 45 ml of isopropyl alcohol. The suspension was then heated under reflux for 3 hours, after which the reaction mixture was cooled to 30° C. A 20% aqueous solution of 13.8 g of sodium hydroxide was added to the reaction mixture. The reaction system was then stirred for 1 hour. The resulting solution was diluted with 58 ml of water. 58 ml of 35% hydrochloric acid was then added to the reaction mixture. The resulting crystal was then filtered off, and air-dried. The yield was 54.9 g (95.8% of theoretical value).

Workup

  1. temperatureThe suspension was then heated
  2. temperatureunder reflux for 3 hours
  3. filtrationThe resulting crystal was then filtered off
  4. customair-dried

Sources & evidence

ORD record
ord-69cd769e5b8e4bb4b979a5dc90fec02a
Source dataset
uspto-grants-1992_03
Patent number
US05093229

Reaction notes

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