Boron tribromide → HCID 66788781, compound

HRID 1045384Notes

Reaction equation

HRID 1045384 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:15]C)=[C:6]([S:8]([NH:11][CH2:12][CH2:13][Cl:14])(=[O:10])=[O:9])[CH:7]=1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:15])=[C:6]([S:8]([NH:11][CH2:12][CH2:13][Cl:14])(=[O:10])=[O:9])[CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 66789652HCID 66789652, compound

Product 1

HCID 66788781HCID 66788781, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of 29.9 g (91 mmol) of the product obtained in Step B above in 450 ml of CH2Cl2 there are added dropwise, at ambient temperature, 200 mL (200 mmol) of 1M BBr3 solution in CH2Cl2. After stirring for 30 minutes, the solution is poured onto an ice/water mixture, whilst continuing to stir. After separation and extracting once with CH2Cl2, the organic phase is washed with brine, dried over MgSO4 and evaporated. The oily residue is triturated in heptane until crystallisation takes place. The title product is collected by filtration.

Workup

  1. additionthere are added dropwise, at ambient temperature
  2. stirringto stir
  3. customAfter separation
  4. extractionextracting once with CH2Cl2
  5. washthe organic phase is washed with brine
  6. dry with materialdried over MgSO4
  7. customevaporated
  8. customThe oily residue is triturated in heptane until crystallisation
  9. filtrationThe title product is collected by filtration

Sources & evidence

ORD record
ord-82c7342839974bffa93352103da365b8
Source dataset
uspto-grants-2013_10
Patent number
US08569285B2

Reaction notes

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