Boron tribromide → 1402890-07-6

HRID 1844727Notes

Reaction equation

HRID 1844727 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([B:13]2[O:17][C:16]([CH3:19])([CH3:18])[C:15]([CH3:21])([CH3:20])[O:14]2)[CH:8]=[C:9]([O:11]C)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].B(Br)(Br)Br>C(Cl)Cl>[C:1]([C:5]1[CH:10]=[C:9]([OH:11])[CH:8]=[C:7]([B:13]2[O:14][C:15]([CH3:21])([CH3:20])[C:16]([CH3:19])([CH3:18])[O:17]2)[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 70869106HCID 70869106, compound

Product 1

HCID 708691421402890-07-6Yield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 14b (290 mg, 1 mol) was dissolved in DCM (25 mL). To the solution was added BBr3 (4 eq) dropwise at 0° C. under N2. The stirred mixture was then allowed to stand at 0° C. for 2 h, after which it was poured carefully dropwise into icewater and extracted with DCM. The organic phase was dried (MgSO4), evaporated and purified by CC to give compound 14c (220 mg, 80%).

Workup

  1. additionafter which it was poured carefully dropwise into icewater
  2. extractionextracted with DCM
  3. dry with materialThe organic phase was dried (MgSO4)
  4. customevaporated
  5. custompurified by CC

Sources & evidence

ORD record
ord-28cbea0eef01429b9d52cc90633afb63
Source dataset
uspto-grants-2015_02
Patent number
US08946446B2

Reaction notes

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