Acetic Anhydride → 1-Acetamido-5,6,7,8-tetrahydronaphthalene

HRID 736443Notes

Reaction equation

HRID 736443 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[CH:12]=[CH:11][CH:10]=1.C([O-])(=O)C.[Na+]>O>[C:5]([NH:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[CH:12]=[CH:11][CH:10]=1)(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 166715-TetralinylamineHCID 517045Sodium Acetate

Product 1

HCID 2320651-Acetamido-5,6,7,8-tetrahydronaphthalene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Acetic acid anhydride (20 ml) was added to a mixture of 1-amino-5,6,7,8-tetrahydronaphthalene (10 g, 68 mmol), sodium acetate (20 g, 245 mmol) and water (100 ml) at 5° C. The mixture was stirred at room-temperature for 15 minutes. The mixture was cooled on ice for 1 hour followed by filtration. The crystals were washed with water. Yield 13.0 g (100%).

Workup

  1. temperatureThe mixture was cooled on ice for 1 hour
  2. filtrationfollowed by filtration
  3. washThe crystals were washed with water

Sources & evidence

ORD record
ord-cdad555f0d5e4c788ac0c0eeb61e46ef
Source dataset
uspto-grants-2009_09
Patent number
US07595336B2

Reaction notes

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