4-Toluenesulfonyl chloride → HCID 86735564, compound

HRID 1863056Notes

Reaction equation

HRID 1863056 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.[CH3:12][C:13]1([CH3:37])[CH2:22][CH:21]([C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=2)[C:20]2[C:15](=[CH:16][C:17]([O:33][CH2:34][CH2:35][OH:36])=[CH:18][CH:19]=2)[O:14]1>N1C=CC=CC=1>[S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)([OH:14])(=[O:9])=[O:8].[CH3:12][C:13]1([CH3:37])[CH2:22][CH:21]([C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:32])[F:31])=[CH:25][CH:24]=2)[C:20]2[C:15](=[CH:16][C:17]([O:33][CH2:34][CH2:35][OH:36])=[CH:18][CH:19]=2)[O:14]1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 20392819HCID 20392819, compound

Product 1

HCID 86735564HCID 86735564, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

p-Toluene-sulphonyl chloride (0.42 g) was added portionwise to a solution of 2,2-dimethyl-7-(2-hydroxyethyloxy)-4-(4-trifluoromethylphenyl)chroman (0.7 g) in pyridine (20 ml.) and the solution left at room temperature for 2 hours and then at 0° C. for 12 hours. The reaction mixture was poured onto ice, extracted with ether (2×100 ml.) and the ether extract dried (sodium sulphate). Removal of the solvent under reduced pressure gave an oil (0.65 g.) which had spectroscopic properties consistent within the title compound.

Workup

  1. waitat 0° C. for 12 hours
  2. additionThe reaction mixture was poured onto ice
  3. extractionextracted with ether (2×100 ml.)
  4. extractionthe ether extract
  5. dry with materialdried (sodium sulphate)
  6. customRemoval of the solvent under reduced pressure
  7. customgave an oil (0.65 g.) which

Sources & evidence

ORD record
ord-0e2ef94d00da4c63a8b975f937015339
Source dataset
uspto-grants-1979_09
Patent number
US04167515

Reaction notes

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