Water → HCID 86738501, compound

HRID 1759310Notes

Reaction equation

HRID 1759310 reaction equation
[C:1]1(=[N:11][OH:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[C:13]1([S:19](Cl)(=[O:21])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[OH2:23]>N1C=CC=CC=1>[C:13]1([S:19]([OH:21])(=[O:12])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH3:13][O:23][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[CH2:4][CH2:3][CH2:2][C:1]2=[N:11][OH:12]

Participants

5

Reactant 3

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 76876N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

Product 1

HCID 86738501HCID 86738501, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10 g (0.042 mole) of tetralone-1-oxime are dissolved in 80 ml of anhydrous pyridine. 10.8 g of benzenesulfonic acid chloride are added dropwise in the course of 15 minutes at room temperature and the solution is left to stand for 12 hours. 5 ml of water are then added, after which the solution is poured into 300 ml of ice-cold 4 N HCl. The resulting precipitate is filtered off, dried and recrystallized from ethanol. 13.6 g (92.8% yield) of 5-methoxy-tetralone-1-oxime benzenesulfonate, of melting point 142°-144° C., are isolated.

Workup

  1. waitthe solution is left
  2. filtrationThe resulting precipitate is filtered off
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-cb248f08094041f9a4a246257c1c139f
Source dataset
uspto-grants-1982_07
Patent number
US04340595

Reaction notes

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