Ethanol hydrochloride → 3-[4-[4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)-2-propylphenyloxy]butyl]-1,5,5-trimethylimidazolidine-2,4-dione

HRID 1919765Notes

Reaction equation

HRID 1919765 reaction equation
Cl.C(O)C.[F:5][C:6]([F:41])([F:40])[C:7]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]2[C:31](=[O:32])[C:30]([CH3:34])([CH3:33])[N:29]([CH3:35])[C:28]2=[O:36])=[C:18]([CH2:37][CH2:38][CH3:39])[CH:17]=1)([O:12]COC)[C:8]([F:11])([F:10])[F:9]>>[F:41][C:6]([F:5])([F:40])[C:7]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]2[C:31](=[O:32])[C:30]([CH3:33])([CH3:34])[N:29]([CH3:35])[C:28]2=[O:36])=[C:18]([CH2:37][CH2:38][CH3:39])[CH:17]=1)([OH:12])[C:8]([F:11])([F:10])[F:9]

Participants

3

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 249910743-[4-[4-[1,1,1,3,3,3-Hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]butyl]-1,5,5-trimethylimidazolidine-2,4-dione

Product 1

HCID 249910753-[4-[4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)-2-propylphenyloxy]butyl]-1,5,5-trimethylimidazolidine-2,4-dioneYield 82%

Procedure

Hydrochloric acid-ethanol (2 mol/L, 2 mL) was added to 3-[4-[4-[1,1,1,3,3,3-hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]butyl]-1,5,5-trimethylimidazolidine-2,4-dione (55.7 mg, 0.11 mmol), followed by stirring at room temperature for one hour. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by silica gel preparative thin-layer chromatography (hexane:ethyl acetate=2:1) to obtain 41.8 mg of the title compound (yield: 82%) as a colorless crystalline powder.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe resulting residue was purified by silica gel preparative thin-layer chromatography (hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-a48bdc306b234139afa9579015d3ee0b
Source dataset
uspto-grants-2012_05
Patent number
US08168666B2

Reaction notes

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