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

HRID 501508

Reaction equation

HRID 501508 reaction equation
[C:1]1([NH2:11])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>CCO>[C:1]1([NH:11][C:12](=[O:14])[CH3:13])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 166715-Tetralinylamine

Product 1

HCID 2320651-Acetamido-5,6,7,8-tetrahydronaphthaleneYield 97.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of commercially available 5,6,7,8-tetrahydro-naphthylamine (2 g, 14 mmol) in EtOH (5 mL) at rt was slowly added acetic anhydride (1.28 mL, 13.6 mmol). After addition, the reaction mixture was stirred at rt for 5 min. The resulting suspension was filtered, the collected solid washed with hexane (5×) and dried under vacuum to furnish the title compound (2.5 g) as an off-white solid.

Workup

  1. customat rt
  2. additionAfter addition
  3. filtrationThe resulting suspension was filtered
  4. washthe collected solid washed with hexane (5×)
  5. customdried under vacuum

Sources & evidence

ORD record
ord-ae08502f027e4a19971bc0af285062d9
Source dataset
uspto-grants-2010_08
Patent number
US07772267B2

Linked notes

Loading…