(Dimethyl sulfide)trihydroboron → HCID 66580075, compound

HRID 1529074Notes

Reaction equation

HRID 1529074 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[C:14](=[O:21])[CH2:15][S:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:4][CH:3]=1.B.CSC>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[CH:14]([OH:21])[CH2:15][S:16][C:17]([CH3:19])([CH3:18])[CH3:20])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 12423031(Dimethyl sulfide)trihydroboronHCID 66580076HCID 66580076, compound

Product 1

HCID 66580075HCID 66580075, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-2-tert-butylsulfanyl-ethanone (1 eq.) was dissolved in THF and cooled to 0° C. Borane-dimethylsulfide (2 eq.) was added and the reaction was allowed to slowly warm to room temperature. After stirring for 2 hours the reaction mixture was concentrated then purified on silica gel to afford the title compound.

Workup

  1. temperatureto slowly warm to room temperature
  2. concentrationwas concentrated
  3. customthen purified on silica gel

Sources & evidence

ORD record
ord-65b837bf9049434faea97ad80b68d111
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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