Boron tribromide → HCID 57002874, compound

HRID 1694766Notes

Reaction equation

HRID 1694766 reaction equation
B(Br)(Br)Br.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([O:20]C)=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=2)[CH:11]=1>ClCCl>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([OH:20])=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=2)[CH:11]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 67280513HCID 67280513, compound

Product 1

HCID 57002874HCID 57002874, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of boron tribromide (1M in dichloromethane, 6 ml) was added to a stirred solution of the product from step (i) in dichloromethane (10 ml) at 0° C. After 15 min the mixture was warmed to room temperature, stirred for 16 h then poured onto ice. The mixture was extracted with dichloromethane then ethylacetate, the organics combined, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 30-70% diethylether/isohexane. Yield 0.415 g

Workup

  1. additionthen poured onto ice
  2. extractionThe mixture was extracted with dichloromethane
  3. customdried
  4. customevaporated under reduced pressure
  5. customThe residue was purified by chromatography on silica eluting with 30-70% diethylether/isohexane

Sources & evidence

ORD record
ord-7a69e1a82d46485fae3f0f2250e799ca
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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