Allyl bromide → HCID 67484939, compound

HRID 229996Notes

Reaction equation

HRID 229996 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH2:12](Br)[CH:13]=[CH2:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:14]([O:11][C:4]1[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[C:2]([F:1])[CH:3]=1)[CH:13]=[CH2:12]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 67484939HCID 67484939, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-fluoro-4-nitrophenol (17.5 mmol, 2.75 g) and allyl bromide (17.5 mmol, 1.5 mL) in 10 mL of DMF was added K2CO3 (21 mmol, 2.9 g). The slurry was stirred at ambient temperature overnight, and partitioned into NaHCO3 (aq)/DCM. The organic phase was removed under reduced pressure affording the product as a brown oil. HPLC A: 2.19 min.

Workup

  1. custompartitioned into NaHCO3 (aq)/DCM
  2. customThe organic phase was removed under reduced pressure

Sources & evidence

ORD record
ord-9684da9a20e94047b00117bc2ba93e6e
Source dataset
uspto-grants-2009_07
Patent number
US07563815B2

Reaction notes

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