1-Bromopropane → HCID 67071088, compound

HRID 2357014Notes

Reaction equation

HRID 2357014 reaction equation
Cl.[NH2+:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[CH2:14][C@@H:3]12.C(N(CC)CC)C.Br[CH2:23][CH2:24][CH3:25]>CN(C)C=O>[CH2:23]([N:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[CH2:14][C@@H:3]12)[CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 8471TriethylamineHCID 86625805HCID 86625805, compound

Product 1

HCID 67071088HCID 67071088, compoundYield 378.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of trans-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridinium hydrochloride (3.00 g, 14.3 mmol) and triethylamine (4.36 g, 43.1 mmol) in 95 ml of N,N-dimethylformamide was stirred at room temperature and bromopropane (1.85 g, 15.04 mmol) added dropwise. After the mixture was stirred for 18 h at room temperature, the solvent was removed and ethyl acetate/water were added. The organic layer was washed with water and dried over MgSO4. The filtrate was concentrated to give a yellow oil (11.66 g, 82%).

Workup

  1. customthe solvent was removed
  2. additionethyl acetate/water were added
  3. washThe organic layer was washed with water
  4. dry with materialdried over MgSO4
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-f5737845baf942d098094dcf6bb55e5a
Source dataset
uspto-grants-2010_07
Patent number
US07759397B2

Reaction notes

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