Boron tribromide → HCID 13493842, compound

HRID 414074Notes

Reaction equation

HRID 414074 reaction equation
Cl.[CH2:2]([N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[CH2:9][NH:10][C:11](=[O:25])[C:12]1[C:17]([O:18][CH2:19][CH3:20])=[CH:16][CH:15]=[C:14]([Br:21])[C:13]=1[O:22]CC)[CH3:3].B(Br)(Br)Br>C(Cl)Cl>[CH2:2]([N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[CH2:9][NH:10][C:11](=[O:25])[C:12]1[C:17]([O:18][CH2:19][CH3:20])=[CH:16][CH:15]=[C:14]([Br:21])[C:13]=1[OH:22])[CH3:3]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 15565721HCID 15565721, compound

Product 1

HCID 13493842HCID 13493842, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.0 g (0.0115 mole) of N-ethyl-2-(3-bromo-2,6-diethoxybenzamidomethyl)pyrrolidine hydrochloride is dissolved in 125 ml of methylene chloride. 1.25 ml (0.013 mole) of boron tribromide is added. The mixture is left for two hours at room temperature. It is then washed with 2M NH3 and with water. The organic phase is dried over Na2SO4 and evaporated. The oily base obtained crystallizes after treatment with petroleum ether. The precipitate is filtered off and is recrystallized from ethanol. M.p. 83°-83.5° C. Yield 2.4 g (56%).

Workup

  1. washIt is then washed with 2M NH3 and with water
  2. dry with materialThe organic phase is dried over Na2SO4
  3. customevaporated
  4. customThe oily base obtained
  5. customcrystallizes after treatment with petroleum ether
  6. filtrationThe precipitate is filtered off
  7. customis recrystallized from ethanol

Sources & evidence

ORD record
ord-ac16e43d8c544e31820384e24a17d3a8
Source dataset
uspto-grants-1988_12
Patent number
US04789683

Reaction notes

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