Water → N-8-(1-naphthyloxy)octylphthalimide

HRID 485301Notes

Reaction equation

HRID 485301 reaction equation
[C:1]1([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Cl)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:21]1(=[O:31])[NH:25][C:24](=[O:26])[C:23]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:22]12.[K].O>CN(C)C=O>[C:1]1([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N:25]2[C:24](=[O:26])[C:23]3=[CH:27][CH:28]=[CH:29][CH:30]=[C:22]3[C:21]2=[O:31])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 139572731-(1-Naphthyloxy)-8-chlorooctaneHCID 24194345Phthalimide potassium salt

Product 1

HCID 13520543N-8-(1-naphthyloxy)octylphthalimide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(1-naphthyloxy)-8-chlorooctane (9.5 g) and potassium phthalimide (8.4 g) in dimethylformamide (50 ml) was heated at 140° for 3 hours. The solution was poured into water and extracted with dichloromethane; the extract was washed, dried and evaporated and the residue was crystallized from acetone hexane to afford the intermediate N-8-(1-naphthyloxy)octylphthalimide mp 63°-64°.

Workup

  1. extractionextracted with dichloromethane
  2. washthe extract was washed
  3. customdried
  4. customevaporated
  5. customthe residue was crystallized from acetone hexane

Sources & evidence

ORD record
ord-caa8418a47ac42018c68e492fc9f9cbc
Source dataset
uspto-grants-1985_08
Patent number
US04536503

Reaction notes

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