Water → HCID 18766595, compound

HRID 480694Notes

Reaction equation

HRID 480694 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:23]=[CH:24][CH:25]=1)[O:12][C:13]([CH3:22])([CH3:21])[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])(=O)=O.[C:26]1(=[O:36])[NH:30][C:29](=[O:31])[C:28]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:27]12.[K].O>CN(C)C=O>[C:26]1(=[O:36])[N:30]([CH2:6][CH2:7][CH2:8][C:9]2[CH:10]=[C:11]([CH:23]=[CH:24][CH:25]=2)[O:12][C:13]([CH3:22])([CH3:21])[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:29](=[O:31])[C:28]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:27]12

Participants

5

Reactant 3

HCID 962WaterHCID 18766444HCID 18766444, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 18766595HCID 18766595, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

tert-Butyl 2-[3-(3-methanesulfonyloxypropyl)phenoxy]-2-methylpropionate (1.93 g, 5.18 mmol) was dissolved in dimethylformamide (10.0 mL). Subsequently, potassium phthalimide (1.15 g, 6.22 mmol) was added thereto, and the mixture was stirred overnight at 80° C. Water was added thereto, and the resultant mixture was extracted with diethyl ether. The reaction mixture was subjected to drying over sodium sulfate, concentration under reduced pressure, and purification by silica gel chromatography (n-hexane/ethyl acetate=5/1), thereby the target compound was obtained (1.8 g, 82%).

Workup

  1. extractionthe resultant mixture was extracted with diethyl ether
  2. dry with materialto drying over sodium sulfate, concentration under reduced pressure, and purification by silica gel chromatography (n-hexane/ethyl acetate=5/1)
  3. customthe target compound was obtained (1.8 g, 82%)

Sources & evidence

ORD record
ord-bfef2d8b3ee848db9f95111753b3c50f
Source dataset
uspto-grants-2003_11
Patent number
US06653334B1

Reaction notes

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