Hydrochloric Acid → HCID 59299523, compound

HRID 2235324Notes

Reaction equation

HRID 2235324 reaction equation
[CH:1]1([N:7]2[CH2:11][CH2:10][CH:9]([CH2:12][C:13]3[C:18]([Cl:19])=[CH:17][CH:16]=[C:15]([OH:20])[C:14]=3[Cl:21])[C:8]2=[O:22])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[NH4+].[I:25]I.Cl>[I-].[K+]>[Cl:21][C:14]1[C:15]([OH:20])=[C:16]([I:25])[CH:17]=[C:18]([Cl:19])[C:13]=1[CH2:12][CH:9]1[CH2:10][CH2:11][N:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[C:8]1=[O:22]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 14923Ammonium HydroxideHCID 11522980HCID 11522980, compound

Product 1

HCID 59299523HCID 59299523, compoundYield 88.4%

Reagents, catalysts & solvents 1

HCID 4875Potassium IodideSolvent

Procedure

Slowly add a solution of 1-cyclohexyl-3-(2,6-dichloro-3-hydroxy-benzyl)-pyrrolidin-2-one (1.0 g, 2.9 mmol) in a minimal amount of ammonium hydroxide (with N,N-dimethylformamide added to aid in dissolution) to a stirred solution of iodine (74 mg, 2.9 mmol) in aqueous potassium iodide at 0° C. Stir over night warming to room temperature. Acidify with conc. HCl to pH less than 2, collect the precipitate, wash with water and ether, and dry under vacuum to yield the title compound 1.2 g (88%) Mass Spectrum (apci) 468 (M+H).

Workup

  1. customcollect the precipitate
  2. washwash with water and ether
  3. customdry under vacuum

Sources & evidence

ORD record
ord-44fcfec29c1741fe902f83754559b0eb
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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