Dimethyl Sulfoxide → HCID 15055445, compound

HRID 1733800Notes

Reaction equation

HRID 1733800 reaction equation
[H-].[Na+].[OH:3][C:4]([C:7]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)=[O:8])([CH3:6])[CH3:5].CS(C)=O.[CH2:20](Br)[CH:21]=[CH2:22]>O>[OH:3][C:4]([C:7]([C:9]1[CH:10]=[CH:11][C:12]([O:15][CH2:22][CH:21]=[CH2:20])=[CH:13][CH:14]=1)=[O:8])([CH3:5])[CH3:6]

Participants

6

Reactant 4

HCID 679Dimethyl Sulfoxide2×HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 22239681110538-16-4

Product 1

HCID 15055445HCID 15055445, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.6 g. (0.22 mol) of sodium hydride (80% strength in paraffin oil) are added in portions to 36.0 g (0.2 mol) of 4-hydroxyphenyl 2-hydroxy-2-propyl ketone in 450 ml. of dimethyl sulfoxide under an inert gas and the mixture is stirred for 15 minutes at room temperature. 26.8 g. (0.22mol) of allyl bromide in 40 ml. of dimethyl sulfoxide are then added dropwise at 30°-40° C., and the mixture is stirred for 15 minutes. The reaction mixture is poured into 2 l of water and then extracted with methyl t-butyl ether. By removing the solvent, 41.5 g. of compound IIh are obtained.

Workup

  1. extractionextracted with methyl t-butyl ether
  2. customBy removing the solvent, 41.5 g
  3. customof compound IIh are obtained

Sources & evidence

ORD record
ord-afeca33e831749188a4d4f14c0b27193
Source dataset
uspto-grants-1996_07
Patent number
US05532112

Reaction notes

Loading…