Bromide ion → HCID 58136965, compound

HRID 657966Notes

Reaction equation

HRID 657966 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:14](=[O:16])[CH3:15])[CH:5]=[C:6]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])[CH:7]=1.Br[CH2:18][CH2:19][O:20][CH3:21].[H-].[Na+].[Br-]>CN(C=O)C.CC(=O)OCC>[CH3:21][O:20][CH2:19][CH2:18][O:1][C:2]1[CH:3]=[C:4]([C:14](=[O:16])[CH3:15])[CH:5]=[C:6]([S:8]([F:13])([F:9])([F:10])([F:11])[F:12])[CH:7]=1

Participants

7

Reactant 4

HCID 259Bromide ionHCID 24758Sodium hydrideHCID 809722-Bromoethyl methyl etherHCID 58136805HCID 58136805, compound

Product 1

HCID 58136965HCID 58136965, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

1-[3-Hydroxy-5-(pentafluorosulfanyl)phenyl]ethanone (O3.050; 592 mg) and 1-bromo-2-methoxyethane (255 μl) were dissolved in DMF (14.8 ml), and sodium hydride (65 mg) was added. After stirring at RT for 2 h, further bromide (80 μl) was added and the mixture was heated to 50° C. for 12 h. Then the DMF was drawn off and the residue was taken up in EA, washed with water, dried, filtered and concentrated. 578 mg of the title compound were obtained. LC-MS rt: 1.58 min [M+H]+: 321.1 (met. a)

Workup

  1. temperaturethe mixture was heated to 50° C. for 12 h
  2. washwashed with water
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e4607fd825fa421b9c41339a76bc5b54
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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