1,2-Dibromoethane → HCID 18505180, compound

HRID 1357056Notes

Reaction equation

HRID 1357056 reaction equation
[Br:1][CH2:2][CH2:3]Br.[CH3:5][O:6][C:7]([C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][CH2:14][NH:15]2)=[CH:11][CH:10]=1)=[O:8].C(N(CC)CC)C>C(OCC)(=O)C>[Br:1][CH2:2][CH2:3][N:15]1[C:16]2[C:12](=[CH:11][CH:10]=[C:9]([C:7]([O:6][CH3:5])=[O:8])[CH:17]=2)[CH2:13][CH2:14]1

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 8471TriethylamineHCID 16244446Methyl indoline-6-carboxylate

Product 1

HCID 18505180HCID 18505180, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

To 1,2-dibromoethane (15.7 ml) were added 6-methoxycarbonylindoline (2.41 g) and triethylamine (7.8 ml), and the mixture was stirred at 90° C. for 2 hr. Ethyl acetate (150 ml) was added to the reaction mixture, and the mixture was washed with saturated brine (300 ml) and dried over Na2SO4. Ethyl acetate was evaporated under reduced pressure. The obtained residue was purified by column chromatography to give the title compound (1.71 g).

Workup

  1. washthe mixture was washed with saturated brine (300 ml)
  2. dry with materialdried over Na2SO4
  3. customEthyl acetate was evaporated under reduced pressure
  4. customThe obtained residue was purified by column chromatography

Sources & evidence

ORD record
ord-2c2b9cc10c8544baa7f7582d7a04696b
Source dataset
uspto-grants-2003_07
Patent number
US06589963B2

Reaction notes

Loading…