Ethyl Acetate → HCID 19917075, compound

HRID 1756172Notes

Reaction equation

HRID 1756172 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([C:14]2[CH:18]=[CH:17][S:16][CH:15]=2)[CH:11]=[CH:12][CH:13]=1.[C:19]1(=[O:29])[NH:23][C:22](=[O:24])[C:21]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:20]12.[K].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C)C=O.O>[S:16]1[CH:17]=[CH:18][C:14]([C:10]2[CH:9]=[C:8]([CH:13]=[CH:12][CH:11]=2)[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:23]2[C:22](=[O:24])[C:21]3=[CH:25][CH:26]=[CH:27][CH:28]=[C:20]3[C:19]2=[O:29])=[CH:15]1

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 19916952HCID 19916952, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 19917075HCID 19917075, compoundYield 46.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

0.65 g of 3-[3-(5-bromopentyloxy)phenyl]thiophene, 0.37 g of potassium phthalimide and 0.14 g of potassium carbonate were dissolved in 5 ml of dimethylformamide, and the mixture was heated at 50° C. with stirring for 5 hours. Ethyl acetate and water were added, and the organic layer separated was worked up in a customary manner. The product was purified by silica gel column chromatography [hexane/ethyl acetate=7/1→5/1] to give 0.36 g of N-[5-[3-(3-thienyl)-phenoxy]pentyl]phthalimide as a colorless oil.

Workup

  1. customthe organic layer separated
  2. customThe product was purified by silica gel column chromatography [hexane/ethyl acetate=7/1→5/1]

Sources & evidence

ORD record
ord-06c590e8611e48ad929df30289f115eb
Source dataset
uspto-grants-1995_08
Patent number
US05439932

Reaction notes

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