Methanesulfonic Acid → HCID 178477924, compound

HRID 1017741Notes

Reaction equation

HRID 1017741 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][CH:12]([C:14]1[N:15]=[CH:16][NH:17][CH:18]=1)O.CS(O)(=O)=O.[OH-].[Na+]>O>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:4]=1[CH2:9][CH2:10][CH2:11][CH:12]2[C:14]1[N:15]=[CH:16][NH:17][CH:18]=1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 178479686HCID 178479686, compound

Product 1

HCID 178477924HCID 178477924, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-(2-chlorophenyl)-1-(1H-imidazol-4-yl)-butan-1-ol hydrochloride (1.0 g) and methanesulfonic acid (15 ml) is heated at 100° C. for 2 hours. The cooled reaction mixture is poured into water and is made alkaline with sodium hydroxide solution. The product is extracted into ethyl acetate which is washed with water, dried with sodium sulfate and evaporated under reduced pressure. The crude product is recrystallized from ethyl acetate. The yield is 0.4 g, m.p. 165-169° C.

Workup

  1. customThe cooled reaction mixture
  2. extractionThe product is extracted into ethyl acetate which
  3. washis washed with water
  4. dry with materialdried with sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe crude product is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-5bed723df5524d9c9db8ffc7e463e8f2
Source dataset
uspto-grants-2002_11
Patent number
US06479530B2

Reaction notes

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