5-Tetralinylamine → HCID 11628133, compound

HRID 1354797Notes

Reaction equation

HRID 1354797 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=O)[CH3:11])[N:5]=1)(=O)[CH3:2].[NH2:13][C:14]1[C:23]2[CH2:22][CH2:21][CH2:20][CH2:19][C:18]=2[CH:17]=[CH:16][CH:15]=1>CO.C(O)(=O)C>[C:14]1([N:13]=[C:1]([C:4]2[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=[N:13][C:14]3[C:23]4[CH2:22][CH2:21][CH2:20][CH2:19][C:18]=4[CH:17]=[CH:16][CH:15]=3)[CH3:11])[N:5]=2)[CH3:2])[C:23]2[CH2:22][CH2:21][CH2:20][CH2:19][C:18]=2[CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 2

HCID 166715-TetralinylamineHCID 707902,6-Diacetylpyridine

Product 1

HCID 11628133HCID 11628133, compoundYield 30%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 887MethanolSolvent

Procedure

Chemicals 2,6-Diacetylpyridine (1.0 g, 6.1 mmol) and 1-amino-5,6,7,8-tetrahydronaphthalene (3.6 g, 24.5 mmol) were dissolved in a round-bottom flask, to which 50 ml of anhydrous methanol were added. Three drops of glacial acetic acid were added, and the flask was sealed. After stirring the solution for two days, a yellow solid was collected and re-crystallized from methanol to give 760 mg (30%) of the desired ligand for catalyst 3. H NMR (C6D6) δ 8.48 (d, 2), 7.30 (t, 1), 7.10 (m, 2), 6.85 (d, 2), 6.56 (d, 2).

Workup

  1. additionwere added
  2. customthe flask was sealed
  3. customa yellow solid was collected
  4. customre-crystallized from methanol

Sources & evidence

ORD record
ord-a718e8df972740ccb193f4ea4301f488
Source dataset
uspto-grants-2007_05
Patent number
US07223893B2

Reaction notes

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