4-Toluenesulfonyl chloride → 2,3-Dihydro-1-[(4-methylphenyl)sulfonyloximino]-3-phenyl-1H-indene

HRID 464690Notes

Reaction equation

HRID 464690 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[OH:12][N:13]=[C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:15]1>N1C=CC=CC=1>[CH3:11][C:1]1[CH:6]=[CH:5][C:4]([S:7]([O:12][N:13]=[C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH2:15]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 731839393-Phenyl-1-indanone oxime

Product 1

HCID 540548062,3-Dihydro-1-[(4-methylphenyl)sulfonyloximino]-3-phenyl-1H-indene

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

A solution of p-toluenesulfonyl chloride (102.2 g) in pyridine (140 ml) was added dropwise at 5°-10° to 2,3-dihydro-1-(hydroxyimino)-3-phenyl-1H-indene (60 g) in 270 ml pyridine. The reaction mixture was then stirred for 8 hours at room temperature, poured into ice-water to separate out the title compound, which was filtered, washed several times with water, then once with ether, and finally dried in air. Yield: 96.5 g; m.p. 123°-127°.

Workup

  1. customto separate out the title compound, which
  2. filtrationwas filtered
  3. washwashed several times with water
  4. dry with materialonce with ether, and finally dried in air

Sources & evidence

ORD record
ord-fae1ccc2b319455eb9302b699b9938df
Source dataset
uspto-grants-1985_10
Patent number
US04548946

Reaction notes

Loading…