Boron tribromide → HCID 67468347, compound

HRID 407101Notes

Reaction equation

HRID 407101 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]([CH3:18])[N:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)=[CH:9][C:8]=1[O:23]C)=[O:5].B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]([CH3:18])[N:16]=[C:15]([C:19]([F:20])([F:22])[F:21])[CH:14]=2)=[CH:9][C:8]=1[OH:23])=[O:5]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 67468607HCID 67468607, compound

Product 1

HCID 67468347HCID 67468347, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 27 (132 mg, 0.32 mmol) in 10 ml DCM was added a solution of BBr3 (1M in DCM, 3 ml). After stirred at r.t. for 1.5 h, the reaction mixture was evaporated to dryness. The solid residue was dissolved in EA, washed with aq. NaHCO3, brine and water. Org. phase was dried over sodium sulfate and evaporated to dryness to give 28 as a yellow solid.

Workup

  1. customthe reaction mixture was evaporated to dryness
  2. dissolutionThe solid residue was dissolved in EA
  3. washwashed with aq. NaHCO3, brine and water
  4. dry with materialphase was dried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-052731ad612841b5a1712cc22b1406dc
Source dataset
uspto-grants-2014_06
Patent number
US08754219B2

Reaction notes

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