Hydrochloric Acid → HCID 4777975, compound

HRID 1029807Notes

Reaction equation

HRID 1029807 reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].Cl>C(O)C.[OH-].[Na+].O>[CH2:1]([S:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([OH:10])=[O:9])[CH2:2][CH2:8][CH3:7]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 54432-Mercaptobenzoic Acid

Product 1

HCID 4777975HCID 4777975, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A stirred solution of n-bromobutane (12.4 g, 0.09 mole) in 90 mL of ethanol under argon at room temperature was treated with a solution of thiosalicylic acid (13.5 g, 0.09 mole) in 72 mL of 10% sodium hydroxide. After stirring overnight, volatiles were stripped in vacuo and the residue was diluted with water and acidified with concentrated hydrochloric acid to precipitate the product. The crude product was collected and air dried, then dissolved in hot acetonitrile containing 1-2 mL of water. Upon cooling there was obtained 13.7 g of the title A compound, m.p. 96°-101°.

Workup

  1. customto precipitate the product
  2. customThe crude product was collected
  3. customair dried
  4. dissolutiondissolved in hot acetonitrile containing 1-2 mL of water
  5. temperatureUpon cooling there
  6. customwas obtained 13.7 g of the title A compound, m.p. 96°-101°

Sources & evidence

ORD record
ord-336931428e3842469ef75d7a43f97ab4
Source dataset
uspto-grants-1992_04
Patent number
US05103006

Reaction notes

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