Boron tribromide → HCID 22125743, compound

HRID 1858042Notes

Reaction equation

HRID 1858042 reaction equation
[N+:1]([C:4]1[C:9]([OH:10])=[C:8]([O:11]C)[CH:7]=[C:6]([N+:13]([O-:15])=[O:14])[C:5]=1[CH2:16][CH2:17][C:18]([OH:20])=[O:19])([O-:3])=[O:2].B(Br)(Br)Br>ClCCl>[OH:10][C:9]1[C:4]([N+:1]([O-:3])=[O:2])=[C:5]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[C:6]([N+:13]([O-:15])=[O:14])=[CH:7][C:8]=1[OH:11]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 22125751HCID 22125751, compound

Product 1

HCID 22125743HCID 22125743, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-20 °C

Procedure

The product from Example 4 (2.0 g) was slurried in dichloromethane (100 ml) under nitrogen, cooled to -20° C. and boron tribromide (1.3 ml) added. The resultant mixture was stirred at -20° C. for half an hour and then at room temperature overnight. The mixture was poured into ice water, extracted in ethyl acetate and evaporated. The product was recrystallized from acetic acid.Yield: 0,6 g, melting point 162-165° C.

Workup

  1. customat room temperature
  2. customovernight
  3. extractionextracted in ethyl acetate
  4. customevaporated
  5. customThe product was recrystallized from acetic acid

Sources & evidence

ORD record
ord-02e5a427b2a046419abb79957deabaea
Source dataset
uspto-grants-2000_11
Patent number
US06150412

Reaction notes

Loading…