Sodium Hydroxide → HCID 18933393, compound

HRID 1598369Notes

Reaction equation

HRID 1598369 reaction equation
C([NH:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[CH2:7]1)(=O)C.[OH-].[Na+]>Cl>[NH2:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18933462HCID 18933462, compound

Product 1

HCID 18933393HCID 18933393, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of crude 2-(N-acetylaminomethyl)-4-(p-trifluoromethylbenzyl)morpholine (17.06 g) in 10% aqueous hydrochloric acid (200 ml) was heated under reflux for 3 hours. After cooling, the reaction mixture was made basic by the addition of 50% aqueous sodium hydroxide (100 ml) and then extracted with chloroform (100 ml×3). The combined organic layer was dried over potassium carbonate and the solvent was distilled off under reduced pressure to give crude 2-aminomethyl-4-(p-trifluoromethylbenzyl)morpholine. A total yield of 2 steps=100%. This compound was used for the subsequent reaction without purification.

Workup

  1. temperatureunder reflux for 3 hours
  2. temperatureAfter cooling
  3. extractionextracted with chloroform (100 ml×3)
  4. dry with materialThe combined organic layer was dried over potassium carbonate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-02b95a57f40644f6a6c53b18be79b7e6
Source dataset
uspto-grants-1998_04
Patent number
US05736550

Reaction notes

Loading…