Triethylamine → N-[2-(2-Fluorobenzyloxy)-ethoxy]-phthalimide

HRID 1768543Notes

Reaction equation

HRID 1768543 reaction equation
C(N(CC)CC)C.Br[CH2:9][CH2:10][O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[F:19].[OH:20][N:21]1[C:25](=[O:26])[C:24]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]2[C:22]1=[O:31]>CN1CCCC1=O>[F:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][O:11][CH2:10][CH2:9][O:20][N:21]1[C:22](=[O:31])[C:23]2=[CH:30][CH:29]=[CH:28][CH:27]=[C:24]2[C:25]1=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10665N-HydroxyphthalimideHCID 233530971-Bromo-2-(2-fluorobenzyloxy)-ethane

Product 1

HCID 23353096N-[2-(2-Fluorobenzyloxy)-ethoxy]-phthalimide

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

108 ml of triethylamine were added dropwise to a mixture of 165 g (0.71 mol) of 1-bromo-2-(2-fluorobenzyloxy)-ethane, 116 g (0.7 mol) of N-hydroxylphthalimide and 710 ml of N-methyl-2-pyrrolidinone at from 20° to 25° C. in the course of 1 hour. After 5 hours at 60° C., the cold reaction mixture was poured into 200 ml of ice water and the precipitate was filtered off under suction, washed with water and isopropanol and dried under reduced pressure over phosphorus pentoxide.

Workup

  1. customthe cold reaction mixture
  2. filtrationthe precipitate was filtered off under suction
  3. washwashed with water and isopropanol
  4. dry with materialdried under reduced pressure over phosphorus pentoxide

Sources & evidence

ORD record
ord-aec19e42900f423ab20d4f46cf45ac0a
Source dataset
uspto-grants-1995_01
Patent number
US05378677

Reaction notes

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