Nitrogen → 1-(2-Bromoethoxy)-2,4-difluorobenzene

HRID 456424Notes

Reaction equation

HRID 456424 reaction equation
[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:33].N#N>C(Cl)Cl.CCOC(C)=O>[Br:33][CH2:6][CH2:5][O:4][C:3]1[CH:8]=[CH:9][C:10]([F:12])=[CH:11][C:2]=1[F:1]

Participants

7

Reactant 4

HCID 947NitrogenHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 18437003Ethanol, 2-(2,4-difluorophenoxy)-

Product 1

HCID 232942611-(2-Bromoethoxy)-2,4-difluorobenzene

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To a cool solution 2-(2,4-difluoro-phenoxy)-ethanol (0.48 g, 2.77 mmol.) in CH2Cl2 (15 ml), triphenyl phosphine (1.3 g, 5 mmol)) was added. Carbon tetrabromide (1.65 g, 5 mmol.) in CH2Cl2 (3 ml) was added to the solution dropwise under N2. The solution was stirred for 30 minutes. EtOAc was added, then the solvent was evaporated under reduced pressure.

Workup

  1. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d2aed284c51e47ada2a87d9c5beb07e7
Source dataset
uspto-grants-2007_03
Patent number
US07186726B2

Reaction notes

Loading…