Butyl bromide → HCID 20348771, compound

HRID 1730745Notes

Reaction equation

HRID 1730745 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([S:16]([CH2:18][C:19]([OH:21])=[O:20])=[O:17])[CH3:15])=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:28](Br)[CH2:29][CH2:30][CH3:31]>CS(C)=O.O>[CH2:28]([O:20][C:19](=[O:21])[CH2:18][S:16]([CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])=[CH:9][CH:10]=1)[CH3:15])=[O:17])[CH2:29][CH2:30][CH3:31]

Participants

6

Reactant 3

HCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 20348737HCID 20348737, compound

Product 1

HCID 20348771HCID 20348771, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

1.5 gm (5 millimols) of [1-(2'-fluoro-4-biphenylyl)-ethylsulfinyl]-acetic acid, m.p. 164° - 165° C, were stirred with 1.05 gm of potassium carbonate and 0.9 ml of n-butyl bromide in 15 ml of dimethyl sulfoxide for 60 hours. The mixture was subsequently diluted with water, and the reaction product was extracted with toluene. After washing, drying and evaporating the extract, the residue (1.7 gm) was recrystallized from cyclohexane. Yield: 1.2 gm (67% of theory); m.p.: 72° - 74° C.

Workup

  1. extractionthe reaction product was extracted with toluene
  2. washAfter washing
  3. customdrying
  4. customevaporating the extract
  5. customthe residue (1.7 gm) was recrystallized from cyclohexane

Sources & evidence

ORD record
ord-21dbe1dc77734c4face4eedd697a81b1
Source dataset
uspto-grants-1976_11
Patent number
US03993683

Reaction notes

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